Eastham holiday rentals

We found 2,696 holiday rentals — enter your dates for availability

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July 2025

August 2025

Find the perfect place for you stay in Eastham by choosing from 328 houses, 31 apartments and other holiday rentals. 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:3 Oct - 10 Oct

Exceptional

(16 reviews)

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

South Chatham, MA

8% off

AU$1,519 per night

includes taxes & fees

Exceptional

(32 reviews)

Abutting Nickerson State Park, 1 Mile To Beach - Equipped for Fall-Winter Stays

Brewster, MA

6% off

AU$611 per night

includes taxes & fees

Exceptional

(6 reviews)

Large House w/ample space- steps from Skaket Beach, close to CCRT and downtown!

Orleans, MA

6% off

AU$1,874 per night

includes taxes & fees

Exceptional

(22 reviews)

Pristine home w/heated salt water pool - 5 NIGHT MIN- MIDWEEK & WEEKLY DISCOUNT

Eastham, MA

7% off

AU$1,137 per night

includes taxes & fees

Exceptional

(13 reviews)

Pondfront. Newly Renovated Carriage House. Canoe, kayaks, deck, outdoor shower..

Brewster, MA

8% off

AU$525 per night

includes taxes & fees

Exceptional

(12 reviews)

Gorgeous 2nd floor flat, steps from restaurants, town pier & Mayo Beach

Wellfleet, MA

8% off

AU$552 per night

includes taxes & fees

Exceptional

(45 reviews)

Seaside Cozy Wellfleeter Cottage on Mayo Beach with 400 feet of private beach

Wellfleet, MA

8% off

AU$699 per night

includes taxes & fees

Full view of backyard with in ground pool

Exceptional

(23 reviews)

Immaculately maintained, large beach home with heated swimming pool

Eastham, MA

8% off

AU$1,154 per night

includes taxes & fees

Exceptional

(33 reviews)

Your perch to the Cape's best ocean view with private Nauset access for 8!

Orleans, MA

8% off

AU$1,122 per night

includes taxes & fees

Exceptional

(19 reviews)

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Chatham, MA

16% off

AU$2,602 per night

includes taxes & fees

Exceptional

(12 reviews)

Beautiful home in Orleans. Park, Beach, Lake & Ocean. Telsa charge

Orleans, MA

8% off

AU$3,114 per night

includes taxes & fees

Exceptional

(17 reviews)

Steps to a private bay beach from this private & Charming Cape! Book this Fall!

Eastham, MA

8% off

AU$794 per night

includes taxes & fees

Night view of the outdoor fire pit- Sip and Savor fireside moments.

Exceptional

(5 reviews)

Walk to Lake, Private Backyard, Firepit! Cape Cod Escape with AC, Games

Orleans, MA

9% off

AU$726 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Eastham

Nauset Lighthouse

Find the best place to stay - Eastham

Showing deals for: 30 Sept - 3 Oct

Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

Sleeps 4 · 2 bedrooms · 1 bathroom

for 3 nights, 1 cottage

AU$884 per night

includes taxes & fees

Eastham, Cape Cod - Town Cove Waterfront

Sleeps 5 · 1 bedroom · 1 bathroom

for 3 nights, 1 cottage

AU$448 per night

includes taxes & fees

Private beach on Cape Cod Bay, a true slice of heaven!

Sleeps 8 · 4 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$1,412 per night

includes taxes & fees

Dog-friendly home with large yard - walk to Great Pond & Kingsbury Beach

Sleeps 6 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$695 per night

includes taxes & fees

Oceanfront home with great views, deck, grill & beach access - dog-friendly

Sleeps 8 · 3 bedrooms · 2 bathrooms

for 3 nights, 1 home

AU$1,320 per night

includes taxes & fees

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Enjoy full kitchens, laundry, pools, gardens and more
More for less
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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)
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)
Captain's Cove Golf Course (6.9 mi / 11.1 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)
Wellfleet Bay Wildlife Sanctuary (3.9 mi / 6.3 km)
Marconi Beach (4.2 mi / 6.7 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.