Eastham holiday rentals

We found 2,624 holiday rentals — enter your dates for availability
Select from 289 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:11 Dec - 18 Dec

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

Cottage near bay beach- 1 Bd/1Ba

Brewster

8% off
AU$1,087
for 7 nights, 1 cottage
AU$155 per night
includes taxes & fees
Cottage near bay beach- 1 Bd/1Ba
Full view of backyard with in ground pool
Backyard view of house
Dining room, looking into home office
Pool house: a quiet hideaway or remote office
Exceptional
(31 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham

8% off
AU$7,793
for 7 nights, 1 home
AU$1,113 per night
includes taxes & fees
Immaculately maintained, large beach home with heated swimming pool
View of property
Private beach/dock area
Living room - French doors
Downstairs bedroom
Exceptional
(18 reviews)

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

South Chatham

8% off
AU$9,629
for 7 nights, 1 home
AU$1,376 per night
includes taxes & fees
Stunning Waterfront Compound with Private Beach, Private Dock, Sunset View
Interior
Deck with teak table and chairs
Kitchen with island
Flowering plantings including blue hydrangea, lilac and magnolia
Exceptional
(91 reviews)

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

Chatham

8% off
AU$5,040
for 7 nights, 1 home
AU$720 per night
includes taxes & fees
Unique Oyster Pond 3bd-2ba home in private setting close to downtown.
Well equipped chef's kitchen w. stainless steel appliances
Deeded access to nearby Mill Pond to launch your Kayak
Large island, comfortable seating area
Light & bright second floor great room
Exceptional
(120 reviews)

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

Chatham

34% off
AU$6,477
for 7 nights, 1 home
AU$925 per night
includes taxes & fees
Water View-Walk town/beach, pets considered, Linen Option
rear view of house
Exterior
Private kitchen
Interior
Exceptional
(64 reviews)

5 bedrooms ocean view estate overlooking cape cod bay

Orleans

8% off
AU$10,811
for 7 nights, 1 home
AU$1,544 per night
includes taxes & fees
5 bedrooms ocean view estate overlooking cape cod bay
View from Dining Area to Living Room
2nd Floor Primary Bedroom
Primary 2nd Floor Sleeping Area
View from Dining
Exceptional
(18 reviews)

Luxury Waterfront Home with Private Beach on Cape Cod Bay

Dennis

8% off
AU$37,556
for 7 nights, 1 home
AU$5,365 per night
includes taxes & fees
Luxury Waterfront Home with Private Beach on Cape Cod Bay
Huge gourmet kitchen with 2 SubZero fridges, and high end appliances.
Sunny living space with large balcony, and spectacular views to the ocean.
Open concept dining room with spectacular views to the ocean.
Elegant and bright living room with views from every window.
Exceptional
(64 reviews)

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

Chatham

8% off
AU$12,375
for 7 nights, 1 home
AU$1,768 per night
includes taxes & fees
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Hallway
Backyard
Back of house
Open concept living/dining room, leading to back deck
Exceptional
(23 reviews)

Peaceful Cape Cod retreat, 1.5mi to National Seashore

Orleans

8% off
AU$6,883
for 7 nights, 1 home
AU$983 per night
includes taxes & fees
Peaceful Cape Cod retreat, 1.5mi to National Seashore
Master Bedroom - King Bed, TV, Bureau and ensuite bath
Shuffle Board
Living Room
Kitchen, Dining area:  Fridge, Stove, Dishwasher
Exceptional
(137 reviews)

#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat

Harwich

5% off
AU$3,173
for 7 nights, 1 home
AU$453 per night
includes taxes & fees
#Game Rm, King Bds, Wi-Fi, Bikes, Beach Supplies, Quiet Street, Central AC\Heat
Living area
Pool
Exterior
Living area
Exceptional
(68 reviews)

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

Orleans

8% off
AU$16,576
for 7 nights, 1 home
AU$2,368 per night
includes taxes & fees
Luxury 8 Bedroom Home with Heated Pool - 4 minutes to the beach! Pet Friendly!
Dining
Relax and Entertain Friends and Family on the Large Stone Patio
Escape to your private oceanfront property!
Family Room Overlooks the Ocean
Exceptional
(142 reviews)

Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach

Chatham

7% off
AU$8,409
for 7 nights, 1 home
AU$1,201 per night
includes taxes & fees
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
Sun filled porch with dining for 10.
Wet bar in the pool room
Game room with beautiful pool table and wet bar.
two-story entrance Foyer
Exceptional
(24 reviews)

Spacious home - Sleeps 15 -Steps to a Private Beach

Dennis

8% off
AU$11,738
for 7 nights, 1 home
AU$1,677 per night
includes taxes & fees
Spacious home - Sleeps 15 -Steps to a Private Beach
Front of the house
Property grounds
Dining room
Lower level living room
Exceptional
(52 reviews)

Cape Cod summer home on Slough Pond

Brewster

8% off
AU$4,411
for 7 nights, 1 home
AU$630 per night
includes taxes & fees
Cape Cod summer home on Slough Pond
Pool Patio
Living Room & Screen Porch
Screen Porch
Kids nook & Back Stairs
Exceptional
(48 reviews)

Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!

Chatham

8% off
AU$17,084
for 7 nights, 1 home
AU$2,441 per night
includes taxes & fees
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Exterior
Marina
Outdoor dining
Pine Room/Family room with queen pull out couch
Exceptional
(43 reviews)

Rates just lowered for last week of July and Aug with 5 night min accepted.

South Dennis

7% off
AU$1,905
for 7 nights, 1 home
AU$272 per night
includes taxes & fees
Rates just lowered for last week of July and Aug with 5 night min accepted.
Living room looking toward front
Living room looking toward front / first floor front bedroom door
Second floor front bedroom with view of Cape Cod Bay
Outdoor dining set overlooking the bay on deck
Exceptional
(28 reviews)

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

Eastham

6% off
AU$4,779
for 7 nights, 1 home
AU$683 per night
includes taxes & fees
Waterview, 4 BR, 100 Feet from Private Eastham Bayside Beach!
Hall
Kitchen/Dining
Dining
Living area
Exceptional
(87 reviews)

PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!

Chatham

5% off
AU$4,220
for 7 nights, 1 home
AU$603 per night
includes taxes & fees
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
King bed +2 twins in "the nook".  Great room for families with kids!
Dusk in Chatham
Large dining room table.
Sitting area with fireplace
Exceptional
(43 reviews)

Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!

South Chatham

8% off
AU$5,424
for 7 nights, 1 home
AU$775 per night
includes taxes & fees
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
Dining
nearby Rhododendrons - plentiful on the Cape
Exterior
Property grounds
Excellent
(5 reviews)

Harwich Hideaway with King Beds Pet Friendly!

Harwich

12% off
AU$3,577
for 7 nights, 1 cottage
AU$511 per night
includes taxes & fees
Harwich Hideaway with King Beds Pet Friendly!
Dinner with a view.
Outdoor dining
View from second floor.
Upstairs queen in View Room
Exceptional
(51 reviews)

Picturesque Private Beachfront House on Cape Cod Bay

Brewster

8% off
AU$4,188
for 7 nights, 1 home
AU$598 per night
includes taxes & fees
Picturesque Private Beachfront House on Cape Cod Bay
Dining
Living area
Property grounds
Room
Exceptional
(15 reviews)

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

Chatham

11% off
AU$3,665
for 7 nights, 1 home
AU$524 per night
includes taxes & fees
Updated 4BR close to downtown Chatham, Beaches, Bike Path & Tennis Pickleball
Living area
Private kitchen
Interior
Outdoor dining
Exceptional
(12 reviews)

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

Dennis

7% off
AU$4,303
for 7 nights, 1 home
AU$615 per night
includes taxes & fees
3-bedroom house in charming Dennis minutes to Corporation Beach. Relax & unwind.
Outdoor firepit
Loft living room
Modern cape architecture
King bed in primary suite
Exceptional
(6 reviews)

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

Eastham

11% off
AU$4,188
for 7 nights, 1 home
AU$598 per night
includes taxes & fees
Modern beach house, steps to private beach, perfect for groups!
  • 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)
  • 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)
  • Commercial Street (18.7 mi / 30 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:

  • Cape Cod Beaches (10.5 mi / 16.9 km)
  • Nauset Light Beach (1.5 mi / 2.4 km)
  • Nauset Beach (1.6 mi / 2.7 km)
  • Coast Guard Beach (1.7 mi / 2.8 km)
  • Rock Harbor Beach (2.7 mi / 4.4 km)
  • Skaket Beach (3.2 mi / 5.2 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 home?
One of the most popular neighbourhoods to find an Eastham holiday home is Campground Landing. When you lock in your holiday property, you can look forward to having the entire place to yourself. This means you won't have to share it with anybody apart from your group.
What is the most popular type of holiday home accommodation in Eastham?
Houses are the most popular style of holiday home in Eastham, according to our data. Even if you've got something a little different in mind, Stayz has properties in all shapes and sizes. Take a look at our options to find your ideal fit.
How much does it cost to rent a holiday home in Eastham?
A range of factors can influence what you'll pay for a holiday home in Eastham, such as the season, length of stay and type of property. However, all of our holiday homes have one thing in common — incredible value. Just enter your travel dates to find your perfect match.
How much does it cost to rent a beach house in Eastham?
The average price for a holiday home by the beach in Eastham depends on when you're going and the size and style of property you're searching for. You can quickly and easily find prices on Stayz by entering your dates of travel. Then use the filters to choose the number of bedrooms and amenities that you require, like air conditioning, WiFi and a hot tub.
Are there pet-friendly holiday homes in Eastham?
Good news! Yes. You can pick from 110 holiday homes that allow pets in Eastham. Plenty of our pet-friendly holiday homes even come with a backyard for your fur child to play in, complimentary treats, special dog beds and proximity to parks and green space. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Stayz.
Can I rent a house with a pool in Eastham?
Add a new level of fun to your trip by booking your family into one of the 13 houses with a private pool in Eastham. Use our handy search filter to find the kind of property you want on Stayz, and then spend lazy days splishing and splashing in a swimming pool that's for your exclusive use.
What are popular home amenities in Eastham?
When it comes to home amenities that people look for in Eastham, a garden, a water view and a fireplace rank the highest. With Stayz holiday homes, you'll enjoy choices to fit your taste and style, whether you're holidaying with friends, family or even pets.
Are there large group holiday homes in Eastham?
Eastham has 16 holiday homes that can cater to 10 or more guests. These stays come with the privacy and space you need to enjoy good times with family and friends.
Are there holiday homes in Eastham that welcome kids?
Bring the whole family together for an adventure in Eastham at one of our 110 family-friendly holiday properties. These stays offer conveniences that are just perfect for getaways with youngsters, such as kitchens, multiple bedrooms and pools. Simply click on the "Properties good for families" filter box and choose your favourite option.
What are the top attractions for families in Eastham?
Keeping the kiddos entertained during your holiday in Eastham is easy with these exciting family-friendly attractions:
  • Nauset Beach
  • Skaket Beach
  • Marconi Beach
Are there one-bedroom holiday homes in Eastham?
There are 17 one-bedroom properties in Eastham to select from. A one-bedroom holiday home is a wonderful choice if it's only you and your partner or if you're holidaying solo. Add in more space, convenience and privacy compared to a standard hotel, and you're bound to have a getaway to remember.
Can I find two-bedroom holiday homes in Eastham?
Gather your family and relax in total privacy and comfort in one of the 33 two-bedroom holiday homes Eastham has to offer.
Are there holiday homes with WiFi in Eastham?
You can pick from 31 holiday homes with WiFi in Eastham. If you want to disconnect from the world while on holiday, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Eastham?
Decide on your travel dates and then make use of our filters to see holiday homes with air conditioning in Eastham on Stayz. With 98 air-conditioned properties to choose from here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in Eastham?
The minimum required age is generally 16, 18 or 21. It can change from one property to another on Stayz, so look at the rules of your preferred Eastham holiday home before booking your trip.
How long can I rent a holiday home in Eastham for?
The amount of time you can rent an Eastham holiday home for differs depending on the property. Just put in your dates of travel to view options offering extended stays. They have everything you need to make your extended getaway more enjoyable and comfortable, such as kitchens and backyards. Some properties may also offer weekly or monthly discounts, so you can stay even longer for less.

More holiday ideas