Holiday houses in Eastham

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Top-rated holiday rentals in Eastham

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Tiny home in Wellfleet

4.98 out of 5 average rating, 285 reviews

Writer's Cabin in Woods near Wellfleet Bay

Our unique, creative and magical "Writer's Cabin" tiny house is a guest favorite! You'll be tucked in the woods with the views of a treehouse, and just minutes' drive or bike ride to Wellfleet's beaches, ponds & walking trails. Wellfleet's quaint town center and harbor are just a 10-15 minutes walk down the road. Note: the cabin has a private, wooden Nordic shower w/ hot water built onto the outside of the cabin. Our guests love this unique experience! The toilet is standard flushing & indoors.

Guest favourite

Home in North Eastham

4.97 out of 5 average rating, 102 reviews

Private Beach | Water Views | Pet Ok | Firepit

The beauty of Cape Cod awaits in this meticulous cottage with water views. Access to a private bayside beach is just steps away, across from the driveway and down a short sandy path. Beach chairs and beach towels included. Ride or walk 1 mi away to a great bike trail, or to National Seashore beaches, shops and restaurants. Or, relax at the cottage with updated amenities, appliances, comfortable beds, and a wonderful outdoor space with deck, fire pit, outdoor shower, lawn games and a hammock!

Guest favourite

Guest suite in Brewster

4.96 out of 5 average rating, 365 reviews

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

Superhost

Rental unit in Eastham

4.89 out of 5 average rating, 105 reviews

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...

Guest favourite

Condo in Brewster

4.86 out of 5 average rating, 208 reviews

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Guest favourite

Guest suite in East Harwich

4.99 out of 5 average rating, 591 reviews

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Nine year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

Guest favourite

Home in Chatham

4.84 out of 5 average rating, 154 reviews

Delightful Chatham Cottage, Cheerful and Clean

AirBnB Superhost, local owner has 20 years of online vacation rental experience with this property. Recently refreshed and updated , our 1 bedroom cottage is an ideal getaway spot for a couple or young family. The cottage is located on a 1/2 acre lot in the geographical center of Chatham, on a private road in a quiet, tree-filled neighborhood. Guests all agree that we have a fantastic location at a very affordable price. Enjoy a relaxing stay while being close to everything in town.

Guest favourite

Cottage in Eastham

4.95 out of 5 average rating, 227 reviews

The Breeze Overlooking Minister's Pond

Experience the beauty of fall at The Breeze, a luxurious cottage overlooking a peaceful freshwater pond. Perfect for nature lovers, this serene getaway offers easy access to Cape Cod's best hiking and biking trails, including Salt Pond and Rail Trail, where you can take in stunning autumn foliage. After a day of exploration, unwind by the fire pit, paddle the pond in a kayak or canoe, and enjoy the tranquil setting. **The Breeze** is your perfect autumn retreat.

Guest favourite

Home in Eastham

4.97 out of 5 average rating, 177 reviews

The Sea Captain's Carriage House

Our 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 4-poster bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. Our half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Guest favourite

Guest suite in Eastham

4.96 out of 5 average rating, 121 reviews

Enjoy Fall on the Cape!

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.

Guest favourite

Cottage in North Eastham

4.91 out of 5 average rating, 214 reviews

Classic Cape Cod Cottage

3 day minimum through November. 15 min walk to the best bayside beach. Very peaceful setting. Four night minimum stay from April 15 to June 13 June 14 to Sept 6 there's a 7 night minimum stay, from Saturday to Saturday. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore.

Guest favourite

Rental unit in Eastham

4.95 out of 5 average rating, 237 reviews

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.