
House holiday rentals in Eastham
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Top-rated house rentals in Eastham
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“Rooster Cottage and Gardens” Entire Private Home
Rooster Cottage and Gardens is located on a quiet street in Brewster. The home has many new features including updated kitchen and new furniture. Distance to Cape Cod Bay, 4 mi.; Atlantic Ocean, 7 mi.; Ptown, 23 mi. For travel nurses, we are 13 miles from Cape Cod Hospital. There are nearby stores, bakeries, restaurants, and the excellent Brewster Ladies Public Library. The porch overlooks the private gardens. We love gardening and try for interesting views & foraging for birds even in winter.

Large, Cozy, Walk to beach, Central AC, Game room
This classic, large Cape Cod house is just perfect for friends or a family reunion. The beautiful Thumpertown Beach is 0.3 miles or a 5-10 min slow stroll down the street. The house is large enough to accommodate everyone comfortably and has a convenient layout that also provides plenty of privacy. There is central A/C that covers the entire house, all rooms have hardwood floors, newer beds, comfortable mattresses and quality pillows. New 18x24 deck has Polywood furniture and Weber gas grill.

SEAclusion! Walk to Bay Beach!
Steps to private bay or public beach. Beautiful sunsets! Local restaurants and shops. Nationally ranked ocean beaches just minutes away. Biking trails and kayaking nearby. A/C and heat. Electric fireplace for cozy nights. Eastham is a quiet with several ocean and bay beaches, a host of kettle ponds, pretty country lanes, panoramic views of Cape Cod Bay and the Atlantic Ocean, and lots of wide-open space for nature lovers. The Audubon Sanctuary in Wellfleet and Cape Cod Rail Trail are nearby.

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!
Discover Sweetbriar, a 1940s two-bedroom 600 sqft Cape Cod retreat in Eastham’s peaceful Cottage Grove. Minutes from First Encounter Beach and Fort Hill, this cozy, dog-friendly cottage blends classic charm with modern comfort. Relax on the private deck, explore scenic bike trails, and unwind in a warm, inviting space. With easy access to beaches, villages, and nature, Sweetbriar offers the perfect escape for unforgettable Cape Cod days. Book now and experience the magic of the Cape!

Cape Cod Getaway 2 Bedroom Cozy Home
Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

Pond House~Waterfront Oasis W/Jacuzzi Tub
Brought to you by the Heart of Cape Cod, this year-round retreat on Minister’s Pond invites you to savor every season—summer paddles and sunporch lounging, autumn hikes and foliage views, winter nights by the fire, and spring mornings with coffee on the deck. With a master suite which includes a private balcony, a jacuzzi tub, and a peaceful waterfront setting, it’s a perfect escape for couples or families craving beauty, comfort, and quiet at any time of year.

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.

Bayside Escape~Short Walk to the Beach (1/2 MILE)
Bayside Escape: Short Walk to the Beach. Newly Renovated. Discover the perfect blend of modern design and coastal charm at Bayside Escape, a newly renovated 3-bedroom, 1-bath home ideally situated on the bayside, just a half-mile from the stunning Campground Beach. This beautifully appointed vacation rental places you at the heart of Cape Cod’s summer fun, with easy access to local attractions, including The Landing for delicious ice cream and more.

A Cape Escape with Water Views from Every Room
Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

Waterfront Modern Home in Eastham, on a Pond
Escape to this peaceful 2BR home in Eastham, where your backyard leads right to a serene pond—perfect for morning coffee, paddleboating, or simply relaxing by the water. Located near beaches, trails, and local spots, this cozy getaway offers comfort and nature all in one. Enjoy a fully equipped kitchen, spacious living area, and beautiful views right outside your door. Ideal for couples, families, or friends seeking a Cape Cod retreat.

Priv. Hot Tub-King Bed-Fireplace-Season pond view
Cue up the violins, scatter the rose petals, pop a bottle of bubbly and tap into your romantic side. Perfect for an engagement, honeymoon, celebrating an anniversary, or getting away for Valentine's Day. This quiet seaside community has many offerings. Hike or Bike, walk the beach, roast Marshmallows by the fire or enjoy a soak in the HOT TUB after an intimate candlelit dinner. Private King bedroom.

Stunning Cape Cod Escape
Stunning 3-bedroom, 3-bathroom Cape Cod getaway with a lush, manicured backyard, multiple outdoor seating options, an outdoor shower and close to beaches, hiking trails, excellent restaurants and all the Cape has to offer. The home is fully stocked: Kitchen equipment, linens, towels, beach chairs, etc. so you have everything you need to have a memorable, relaxing, adventurous, joyous vacation.
Popular amenities for house rentals in Eastham
House rentals with a pool

Harwich Haven: Pool & Fire Pit

Walk 2Beach, Pool, Hot Tub, GameRoom, PetsOK

Heated Pool, Game Room, Projector Room, Private

Harwich House: Private Pool, Game Room & Putt-Putt

Family Fun- Games, Pool & HotTub, Dogs ok! Slps 10

Heated Pool. Hot Tub. Game Room. Beach Nearby!

Modern Cape, Private Heated Pool, Beach, Golf

Walk to the beach or sit poolside! Updated studio!
Weekly house rentals

Beachside National Seashore Home with A/C

Newly remodeled cottage with path to beach

Thinking of Summer Already? - Book Now Summer '26

Eastham, MA. Bayside!

Funky Orleans 5BR w Hot Tub near Beaches

Walk to Beach 3BR Dog Friendly | Deck | Firepit

Cozy Cape Stay! bike path, beaches, water view!

ONE Minute walk to BEACH! High end home special!
Private house rentals

Sunny Beachfront Condo w/ Parking - Ptown West End

4 Season Cottage, Nauset Beach, tennis court

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

Family Retreat in the Heart of Cape Cod!

Chloe’s Classic Cape: Where Calm Meets the Coast

Private Bay Beach and Sunset Views! Dog friendly.

3BR oceanfront dog-friendly home with beach access

Coastal Breeze, a Summer Breeze Cape Cod home
When is the best time to visit Eastham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $392 SGD | $351 SGD | $341 SGD | $369 SGD | $399 SGD | $494 SGD | $600 SGD | $635 SGD | $426 SGD | $379 SGD | $374 SGD | $386 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 |
Quick stats about house rentals in Eastham

Total holiday rentals
Explore 360 holiday rentals in Eastham

Nightly prices starting at
Eastham holiday rentals start at $88 SGD per night before taxes and fees

Verified guest reviews
Over 9,100 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 130 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wifi availability
350 of Eastham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Eastham rentals

4.8 Average rating
Eastham stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with outdoor seating Eastham
- Rentals with a patio Eastham
- Rentals with a kayak Eastham
- Waterfront rentals Eastham
- Rentals with a firepit Eastham
- Family-friendly rentals Eastham
- Rentals with lake access Eastham
- Rentals with breakfast Eastham
- Flat rentals Eastham
- Beachfront rentals Eastham
- Cottage rentals Eastham
- Rentals with a hot tub Eastham
- Rentals with a fireplace Eastham
- Rentals with beach access Eastham
- Rentals with pools Eastham
- Rentals with a washing machine and dryer Eastham
- Pet-friendly rentals Eastham
- House rentals Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Lighthouse Beach
- Sandy Neck Beach
- Nickerson State Park
- Cahoon Hollow Beach
- Cape Cod Inflatable Park
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- Popponesset Peninsula
- Scusset Beach State Reservation
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- Sandwich Glass Museum
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