Eastham holiday rentals

We found 2,616 holiday rentals — enter your dates for availability
Select from 296 homes, 73 cottages and other holiday rentals in Eastham to find one that's perfect for your trip. Holiday homes offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Eastham

Showing deals for:18 Dec - 25 Dec

Living area
Exterior
Living area
Outdoor dining
Wonderful
(19 reviews)

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
AU$1,104
for 7 nights, 1 cottage
AU$158 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Large family room with lots of seating; perfect for family game night
Backyard view of house
Dining room, looking into home office
Pool house: a quiet hideaway or remote office
Exceptional
(32 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
AU$7,913
for 7 nights, 1 home
AU$1,130 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
Large island, comfortable seating area
Deeded access to nearby Mill Pond to launch your Kayak
Well equipped chef's kitchen w. stainless steel appliances
Light & bright second floor great room
Exceptional
(121 reviews)

Water View-Walk town/beach, pets considered, Linen Option

Chatham

20% off
AU$8,547
for 7 nights, 1 home
AU$1,221 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
Flowering plantings including blue hydrangea, lilac and magnolia
Deck with teak table and chairs
Kitchen with island
Living room with cathedral ceiling - open floor plan
Exceptional
(93 reviews)

Unique Oyster Pond 3bd-2ba home in private setting close to downtown.

Chatham

7% off
AU$5,219
for 7 nights, 1 home
AU$746 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Open concept dining room with spectacular views to the ocean.
Sunny living space with large balcony, and spectacular views to the ocean.
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Reclaimed hardwood floors shipped in from an old barn taken down in the mid-west
Exceptional
(64 reviews)

SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor

Chatham

8% off
AU$12,731
for 7 nights, 1 home
AU$1,819 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
entrance to mallardview
Exterior
Interior
rear view of house
Exceptional
(65 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
AU$10,977
for 7 nights, 1 home
AU$1,568 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
View of property
Private beach/dock area
Living room - French doors
Living room
Exceptional
(19 reviews)

Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View

South Chatham

8% off
AU$9,939
for 7 nights, 1 home
AU$1,420 per night
includes taxes & fees
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
Living area
Pool
Living area
Kitchen
Exceptional
(68 reviews)

Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!

Orleans

8% off
AU$18,085
for 7 nights, 1 home
AU$2,584 per night
includes taxes & fees
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Game room with beautiful pool table and wet bar.
Wet bar in the pool room
Refreshing outdoor shower
Sun filled porch with dining for 10.
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

7% off
AU$9,803
for 7 nights, 1 home
AU$1,400 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Outdoor dining set overlooking the bay on deck
Living room looking toward front / first floor front bedroom door
Kitchen
Second floor front bedroom with view of Cape Cod Bay
Exceptional
(28 reviews)

Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!

Eastham

6% off
AU$4,852
for 7 nights, 1 home
AU$693 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Dinner with a view.
Outdoor dining
View from second floor.
Upstairs queen in View Room
Exceptional
(53 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
AU$6,682
for 7 nights, 1 home
AU$955 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Interior
Exterior
Dining
Private kitchen
Wonderful
(5 reviews)

Newly Renovated Chatham Home overlooking Cranberry Bog.

West Chatham

7% off
AU$6,792
for 7 nights, 1 home
AU$970 per night
includes taxes & fees
Newly Renovated Chatham Home overlooking Cranberry Bog.
Dining
Private kitchen
Living area
Room
Exceptional
(7 reviews)

Cape Home w/Oceanview, Roof Deck Pool & Hot Tub

Wellfleet

12% off
AU$18,254
for 7 nights, 1 home
AU$2,608 per night
includes taxes & fees
Cape Home w/Oceanview, Roof Deck Pool & Hot Tub
Dining
Living area
Property grounds
Room
Exceptional
(16 reviews)

Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball

Chatham

10% off
AU$3,795
for 7 nights, 1 home
AU$542 per night
includes taxes & fees
Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball
Charming & cozy.
Propane fire-pit for cool nights. Evening view.
Like being on a cruise ship!
Marble counters, KitchenAid appliances & gas stove. All overlooking the water.
Exceptional
(31 reviews)

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

Brewster

8% off
AU$6,480
for 7 nights, 1 home
AU$926 per night
includes taxes & fees
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
Interior
Exterior
Living area
Living area
Wonderful
(22 reviews)

Charming antique Cape house

Harwich

8% off
AU$3,524
for 7 nights, 1 home
AU$503 per night
includes taxes & fees
Charming antique Cape house
Modern cape architecture
Loft living room
TV viewing area with queen sleeper sofa in loft
King bed in primary suite
Exceptional
(6 reviews)

Modern beach house, steps to private beach, perfect for groups!

Eastham

11% off
AU$5,143
for 7 nights, 1 home
AU$735 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
Exterior
Private kitchen
Living area
Interior
Exceptional
(12 reviews)

3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.

Dennis

7% off
AU$4,369
for 7 nights, 1 home
AU$624 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Living room has vaulted ceiling, skylight & ceiling fan. Central AC
Outdoor dining
Seating for 3 at kitchen counter
Updated Kitchen for Summer 2020 Fully equipped
Exceptional
(57 reviews)

3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.

South Dennis

12% off
AU$5,236
for 7 nights, 1 home
AU$748 per night
includes taxes & fees
3 BR Cape-short drive to Mayflower & other bay beaches-A/C, Wi-Fi, Linens Incl.
Living area
Private kitchen
Property grounds
Outdoor dining
Exceptional
(5 reviews)

Adorable updated Cape in East Orleans!

Orleans

8% off
AU$6,712
for 7 nights, 1 home
AU$959 per night
includes taxes & fees
Adorable updated Cape in East Orleans!
Front of house and gardens
Screened in back porch over looking landscaped yard
Living Room - large fireplace with great draw
Screened in back porch dining
Exceptional
(32 reviews)

SECLUDED GEM IN THE VILLAGE - 2026 Calendar now posted

Wellfleet

21% off
AU$3,361
for 7 nights, 1 home
AU$480 per night
includes taxes & fees
SECLUDED GEM IN THE VILLAGE - 2026 Calendar now posted
Outdoor cedar shower - with detachable hand shower sprayer.
Enjoy bug-free dining on brand new floor-to-ceiling screen porch & ceiling fan
Challenge - bought in 1976. Now: new roof, windows, shingles, porch and deck!
Living room full of family history, British memorabilia, antiques and books!
Exceptional
(11 reviews)

Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.

Brewster

8% off
AU$6,196
for 7 nights, 1 home
AU$885 per night
includes taxes & fees
Short Walk to Private Beach! Fully-Appointed House w New Screened Porch.
Exterior
Interior
Interior
Dining
Exceptional
(53 reviews)

5BR Brewster Home - Private Pond Beach - Cape Rail Trail Access

Brewster

7% off
AU$5,103
for 7 nights, 1 home
AU$729 per night
includes taxes & fees
5BR Brewster Home - Private Pond Beach - Cape Rail Trail Access
Exterior detail
Exterior detail
Room
Living area
Exceptional
(23 reviews)

Brand New Four Bedroom Home Near Beach and Town

Chatham

7% off
AU$5,578
for 7 nights, 1 home
AU$797 per night
includes taxes & fees
Brand New Four Bedroom Home Near Beach and Town

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Explore the beachside setting in Eastham

The beaches and forests provide a pleasant backdrop to your holiday home in Eastham. This city's seafood restaurants, hiking and cycling draw many visitors. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Sightseeing in and around Eastham

Are you hoping to find attractions to see during your stay? You'll be sure to enjoy Eastham for its hiking and cycling. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Eastham a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Ocean Edge Golf Club (6.2 mi / 10 km)
  • Cranberry Valley Golf Course (10.3 mi / 16.6 km)
  • Cape Cod Lavender Farm (11 mi / 17.7 km)
  • Cape Cod Baseball & Bumper Boats (12.6 mi / 20.2 km)
  • Truro Vineyards of Cape Cod (14.8 mi / 23.9 km)
  • Cape Cod Inflatable Park (18.3 mi / 29.4 km)

Exploring the beaches and other natural features in Eastham

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Eastham is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Nauset Light Beach (1.5 mi / 2.4 km)
  • Nauset Beach (1.6 mi / 2.7 km)
  • First Encounter Beach (1.8 mi / 2.8 km)
  • Skaket Beach (3.2 mi / 5.2 km)
  • Marconi Beach (4.2 mi / 6.7 km)
  • Lieutenant Island (5.1 mi / 8.3 km)

Seasonal weather averages in Eastham

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 19°C.

Travelling to and around Eastham

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 19.7 mi (31.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you can also fly into Provincetown, MA (PVC-Provincetown Municipal), which is 21.1 mi (34 km) away.

Frequently asked questions

What is the best area to stay in Eastham when booking a holiday rental?
When considering a holiday rental in Eastham, Massachusetts, a popular area to stay is near the Cape Cod National Seashore. This stunning natural reserve encompasses miles of pristine coastline and offers a range of outdoor activities, from hiking and biking along scenic trails to enjoying sun-soaked days on the beach. The proximity to the seashore allows visitors to easily access top attractions such as the iconic Nauset Lighthouse and the picturesque Coast Guard Beach, both of which are superb for family outings or romantic strolls.Another appealing neighbourhood in Eastham is the area surrounding the Salt Pond Visitor Centre. This spot serves as a gateway to the national seashore and features informative exhibits about the local environment and history. The visitor centre is a fantastic starting point for exploring the region, with various walking trails that lead to beautiful viewpoints and opportunities for birdwatching.Eastham offers a diverse range of holiday rental properties, with options that cater to various tastes and budgets. Whether you're seeking a quaint cottage or a spacious family home, you'll find plenty of choices that allow you to immerse yourself in the area's natural beauty and charm.
Where are the best areas for renting a beach house in Eastham?
For renting a beach house in Eastham, the area around the Cape Cod National Seashore is highly recommended. This beautiful stretch of coastline offers access to pristine beaches, such as Coast Guard Beach, known for its soft sands and picturesque dunes. Properties in this region often come equipped with modern amenities like outdoor showers, spacious decks, and fully stocked kitchens, making them superb for families or groups looking to enjoy a beach getaway.The nearby Nauset Light Beach area also presents fantastic options, where you'll find charming cottages and larger homes with ocean views. Many of these rentals feature amenities such as fire pits for evening gatherings, bike storage for exploring the scenic trails, and easy access to both the beach and local shops.Furthermore, the proximity to the quaint village of Eastham provides additional conveniences, including grocery stores, restaurants, and seasonal markets. Visitors can also enjoy recreational activities such as kayaking, paddleboarding, and hiking along the scenic trails of the National Seashore. Find your rental near the beach in Eastham.
What is the most popular type of holiday rental accomodation in Eastham?
In Eastham, holiday houses are the most popular type of holiday rental, with about 1,124 available throughout the area. These homes are often situated in picturesque neighbourhoods close to Cape Cod National Seashore and local beaches, providing guests with ample space and amenities for a comfortable stay. Most holiday houses come equipped with fully furnished kitchens, spacious living areas, and outdoor decks or patios, superb for enjoying the coastal atmosphere.For those seeking a more rustic experience, there are approximately 236 cottages that offer a charming retreat, featuring cozy interiors and often a garden or yard for relaxation. Additionally, around 40 apartments and 12 condos cater to travellers looking for a more compact option, usually located near local attractions and dining.
Are there any family house rentals in Eastham?
In Eastham, Massachusetts, there are numerous family-friendly house rentals available, with around 285 options throughout the area. This charming town is located along the Cape Cod National Seashore, making it an ideal spot for families seeking a coastal getaway. Many properties feature spacious living areas, fully equipped kitchens, and outdoor decks or patios superb for barbecues and relaxation. Additionally, you can often find amenities such as Wi-Fi and laundry facilities to ensure a comfortable stay.The locale is close to stunning beaches like Coast Guard Beach, which is superb for swimming and sunbathing, as well as nearby attractions like the Cape Cod Rail Trail, ideal for biking and walking. Families will also appreciate the proximity to the Eastham Windmill and local shops, providing a taste of the area's quaint charm.
Can I rent a holiday home with a pool or hot tub in Eastham?
In Eastham, there are plenty of holiday homes available for rent that feature pools or hot tubs, with around 21 options to choose from. This charming town on Cape Cod is known for its beautiful beaches and natural scenery, making it a delightful destination for travellers. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas, superb for relaxing after a day spent exploring the nearby coastline or visiting the numerous local attractions.Amenities commonly found in these rentals include fully equipped kitchens for preparing meals, comfortable living spaces, and easy access to local beaches. Some homes may also feature outdoor patios and barbecue facilities, enhancing the overall experience for families and groups.
Are there pet-friendly house rentals in Eastham?
In Eastham, Massachusetts, there are numerous pet-friendly house rentals available, providing a great selection for travellers with furry companions. Many of these holiday homes feature amenities such as spacious backyards, which are superb for pets to roam, as well as fully equipped kitchens and comfortable living areas. Some properties may also include outdoor decks or patios where guests can relax while enjoying the fresh air.The area is well-known for its proximity to the Cape Cod National Seashore, offering beautiful beaches and scenic walking trails that are ideal for dog walking. Nearby, the Eastham Windmill Park provides additional green space, and the surrounding landscapes are superb for outdoor adventures with pets.
Are there any remote work holiday rentals in Eastham?
In Eastham, Massachusetts, there are a substantial number of remote work holiday rentals available, with around 1,368 options to choose from. This charming town, located on Cape Cod, is not only ideal for a work getaway but also offers beautiful natural surroundings, including easy access to the Cape Cod National Seashore. Many properties provide essential amenities for remote workers, such as reliable Wi-Fi, dedicated office spaces, and comfortable living areas, ensuring a productive stay while enjoying the serene coastal environment.You can find a variety of accommodations ranging from quaint cottages to spacious family homes, often featuring outdoor spaces where you can take breaks and enjoy the fresh air. Local points of interest include the nearby beaches, bike trails, and the historic Eastham Windmill, which adds to the appeal of working remotely in such a picturesque setting. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Eastham?
In Eastham, popular holiday rental amenities include kitchens, allowing guests to prepare their own meals, and decks or patios for enjoying outdoor relaxation. Additionally, many rentals offer onsite parking, providing convenience for those travelling by car. A coffee and tea maker is often included, ensuring that guests can enjoy warm beverages at their leisure.
When is the best time to visit Eastham for a holiday rental?
July is the most popular time to visit Eastham, Massachusetts, as it falls within the vibrant peak season from June to August. This period attracts holidaymakers eager to enjoy the beautiful beaches, scenic landscapes, and charming local attractions that Eastham has to offer. The warm temperatures, typically ranging from 15 to 28 degrees Celsius, create the great environment for outdoor activities such as swimming, hiking, and exploring the Cape Cod National Seashore.During July, visitors can expect a lively option filled with families and friends enjoying the sun-soaked days and cooler evenings. It's an ideal time for those looking to engage in water sports, beachcombing, or simply relaxing by the shore while soaking in the stunning coastal views.For travellers seeking a more budget-friendly option, November presents a wonderful opportunity to explore Eastham's tranquil beauty. The crowds have dispersed, allowing you to enjoy the peaceful charm of the area. This month is great for scenic walks along the beach, visiting local shops, and appreciating the unique character of the Cape without the hustle and bustle of peak season.Ultimately, the best time to book a holiday rental in Eastham depends on your preferences for atmosphere and activities.
What are the top attractions in Eastham?
In Eastham, visitors can discover a variety of attractions that highlight the area's natural beauty and historical significance. One of the standout locations is the Cape Cod National Seashore, which offers stunning coastal views, pristine beaches, and numerous walking trails superb for hiking and birdwatching. The Nauset Light Beach, with its iconic lighthouse, is a must-see, providing picturesque scenery and opportunities for swimming and sunbathing.Another top site is the Eastham Windmill, a charming historical landmark that dates back to the 1800s, situated in the town centre and surrounded by lovely gardens. For those interested in local history, the Eastham Historical Society Museum offers insights into the area's past through exhibits and artifacts.Additionally, the Salt Pond Visitor Centre serves as a great starting point for exploring the National Seashore, featuring informative displays on the local ecology and history, as well as access to various trails and educational programs.
Are all fees included in the Eastham holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Eastham holiday homes with parking?
Stayz offers a wide selection of holiday homes in Eastham with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Eastham holiday homes?
You can find great discounts on holiday homes in Eastham on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Eastham holiday home booking on Stayz?
To find Eastham holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Eastham?
A long-stay holiday home in Eastham is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Eastham holiday home?
Book your Eastham holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Eastham?
Prices for holiday homes in Eastham vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Eastham to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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