
Holiday rentals in Eastham
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Top-rated holiday rentals in Eastham
Guests agree: these stays are highly rated for location, cleanliness and more.

5 Min Walk to Bay Beach! Large, Newly Renovated!
A quiet 5-min WALK to Cole Road beach, a 1/2 mile to the Cape Cod Rail Trail and Wiley Pond. Short 7 min. drive to Coast Guard Beach, and 30 min. to Provincetown. Enjoy a quiet, bayside beach vacation in this spacious home, newly renovated! Location is perfect for vacationers looking to relax at the beach and/or be adventurous. Enjoy stunning sunsets every night and relax in this comfortable and roomy home that is peacefully quiet and has everything you need. Sat. to Sat bookings ONLY please!

10 min walk to Beach - Amazing View & Huge Deck
Enjoy an incredible view of Duck Meadow Tidal Marsh from this cozy cottage. Only a 10 minute walk to Boat Meadow Landing, a great bayside beach. Sip your morning coffee on our huge deck while enjoying the view. The deck includes a retractable roof if you would prefer to sit in the shade. Only minutes from incredible restaurants & shops in Orleans. This home includes AC, office space w/ monitors & a natural gas fireplace. Near the Cape Cod Rail Trail, hiking trails and numerous beach options!

Wellfleet Woods Escape
Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

Peaceful retreat in the woods...
Beautiful peaceful setting removed from the hustle bustle but just minutes to the bay and ocean beaches...ponds for kayaking, canoeing, and SUPIng...wonderful restaurants, music and art galleries..cafes.....bicycle and walking trails...nearby golf courses...and the best surfing beaches on the Cape.. Not to mentioned how incredibly beautiful and mesmerizing this property is.. Private parking next to your private entrance... You will have a relaxing memorable experience while staying here...

Quiet Private 3-Building Retreat with Marsh Views
Quiet, private 3-building retreat overlooking protected marshland. A 2 bedroom main cottage plus separate lounge cottage with TV & half bath and a dedicated laundry house offer space and flexibility. Tucked on a peaceful dead-end street, ideal for nature lovers, walkers, cyclists, and those seeking calm and privacy. Start your mornings with coffee overlooking the marsh, spend your days biking or exploring nearby beaches, and unwind in the evening with the quiet sounds of nature.

The Breeze Overlooking Minister's Pond
The Breeze is a luxurious, romantic cottage by a serene freshwater pond, surrounded by vibrant gardens. Perfect for a peaceful getaway, enjoy kayaking, canoeing, and relaxing on the dock, or explore nearby trails and the Cape Cod Rail Trail with provided bikes. Unwind with evenings by the fire pit, refreshing outdoor shower, and a plush queen bed for ultimate comfort. This private oasis offers tranquility, natural beauty, and 5-star attention to detail for your perfect escape.

Cape Cod Heaven
Private one bedroom with full bath and balcony overlooking garden and a peek at the bay. Great location less than a mile from beautiful First Encounter Beach, a wonderful bay beach, and five minute walk to freshwater pond with sandy beach. Ocean beaches and bike trail close by. Bring your bikes or kayaks, or rent them, and enjoy all the Cape has to offer. Great for singles, couples, small families. Has a small refrigerator, microwave and Keurig. There is not a kitchen.

Hillside Cottage
A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

The Sea Captain's Carriage House
The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

National Seashore Escape
There is no interaction required with hosts during stay. 1/4 mile to National Seashore Salt Pond Visitor Center and 2.0 miles to Coast Guard Beach, rated America's 6th best beach in 2019 by Dr Beach. The studio is above the garage with a private entrance private bath with shower. Queen bed, wifi, whisper quiet mini split a/c no window unit, tv. There is a kitchenette with refrigerator, microwave, coffee maker, toaster, sink, no stove.

The Salt Pond Cottage
This is a free-standing private cottage that sleeps 2 comfortably. A spiral staircase leads up to a sleeping loft with a queen size Nectar bed! There is a full futon couch on the main level. This cottage is not handicap accessible. The kitchen has everything you may need. The most spectacular thing about this home is its close proximity to the National Seashore. The salt pond, bike path, and freshwater ponds are also moments away!

Walk to Beach, Pet Friendly, New Fenced Backyard!
Welcome to The Library! This newly renovated Eastham home is just a short walk to Thumpertown Beach and a quick drive to the National Seashore. Enjoy a redesigned eat-in kitchen, a screened-in three-season room, and a fully fenced backyard with brand-new pavers, a fire pit, and space for kids and dogs to play. Pet friendly and perfect for relaxing—come unwind and enjoy the best of the Cape
Popular amenities for Eastham holiday rentals
Stay near Eastham's top sights
Other great holiday rentals in Eastham

Barking Crow By The Bay

Knockout Views, Modern Amenities, Walk to Beach

Enchanted Cottage

Romantic Cottage by Ocean~Bay~Cape Cod Rail Trail!

Steps to Cape Cod Bay Beach, 3 Bedroom Cottage

Large family home-walk to the beach

Rum Runner’s Shack @ Historic Downtown Wellfleet

It Is "Whale" with My Soul
When is the best time to visit Eastham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $367 SGD | $340 SGD | $338 SGD | $302 SGD | $329 SGD | $401 SGD | $502 SGD | $520 SGD | $365 SGD | $321 SGD | $361 SGD | $385 SGD |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Frequently Asked Questions
Where should I stay in Eastham?
Make yourself at home in Eastham by choosing from our most frequently booked neighborhoods. We have over 880 vacation rentals in North Eastham, over 1,300 vacation rentals in Eastham, and over 440 vacation rentals in Eastham center Historic District.
Are there vacation rentals with a dedicated workspace in Eastham?
Yes! Work meets play with ease at over 240 vacation rentals in Eastham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Eastham?
Four-legged friends are welcome in Eastham. Choose from more than 190 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Eastham?
Experience the best of Eastham with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Eastham vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Eastham, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Eastham have self check-in?
Absolutely! We offer over 110 house rentals with self check-in in Eastham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Eastham have a bbq area?
Absolutely! We offer over 210 house rentals with a bbq area in Eastham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Eastham have a gym?
Absolutely! We offer over 10 house rentals with a gym in Eastham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Eastham?
Eastham has more than 340 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Eastham?
Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with self check-in, over 210 homes with a bbq area, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Eastham

Total holiday rentals
Explore 530 holiday rentals in Eastham

Nightly prices starting at
Eastham holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 18,390 verified reviews to help you choose

Family-friendly holiday rentals
410 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 190 rentals that welcome pets

Holiday rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
240 properties have a dedicated workspace

Wifi availability
520 of Eastham holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Eastham rentals

4.8 Average rating
Eastham stays are highly rated by guests – averaging 4.8 out of 5!
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- East Sandwich Beach
- Onset Beach
- Duxbury Beach
- Pinehills Golf Club
- Sandy Neck Beach
- Coast Guard Beach
- New Silver Beach
- Nauset Beach
- Falmouth Heights Beach
- Saquish Beach
- Skaket Beach
- Cape Cod Inflatable Park
- Nickerson State Park
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- Sea Gull Beach
- Cape Cod Canal
- Sandwich Glass Museum





