Eastham Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Eastham

Fridge, microwave, oven, stovetop
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts

Eastham
10.0 out of 10, Exceptional, (222)
"Always a great place to stay!!!!"
United States
Christine J.
Lovely Dog Friendly Beach Home Close to Everything. Jan-April monthly discounts
Terrace/patio
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!

Eastham
10.0 out of 10, Exceptional, (27)
"Heaven! Best spot on the end of cul de sac with stunning water views from all rooms, especially the outdoor deck. Clean, comfortable and nicely decorated. Great communication pre check-in and during stay. Did not want to leave! Look forward to future stay. "
United States
Kristin
Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!
Exterior
Affordable Cape Cod Get Away!

Affordable Cape Cod Get Away!

Eastham
8.8 out of 10, Excellent, (27)
"Our stay was great Keith was very helpful. We love the fact that the House was older and didn’t have many new frills. It was a simple cape weekend and we kept it that way and the house really helped. It was a great area to stay in as well."
United States
Travis R.
Affordable Cape Cod Get Away!
Beach nearby, sun-loungers, beach towels
SPACIOUS & PRIVATE 6 BEDRM HOME CLOSE TO THE OCEAN & BIKE PATH!

SPACIOUS & PRIVATE 6 BEDRM HOME CLOSE TO THE OCEAN & BIKE PATH!

Eastham
10.0 out of 10, Exceptional, (30)
"This property was PERFECT for our group!! There was space for playing cards, putting puzzles together, watching movies and sleeping all at the same time. We will definitely be back!"
United States
Karla L.
SPACIOUS & PRIVATE 6 BEDRM HOME CLOSE TO THE OCEAN & BIKE PATH!
Dining
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach

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

Eastham
9.6 out of 10, Exceptional, (68)
"We loved our stay at this house -- especially our time on the back deck right over First Encounter Beach and Cape Cod Bay. The house is small but has all the amenities one could want, and is beautifully decorated."
United States
CLAUDIA C.
Bayfront cottage w/ bluffside deck & outdoor shower - steps to private beach
Exterior
Late cancellation - 30% discount! Sunset Views -Cape Cod Bay

Late cancellation - 30% discount! Sunset Views -Cape Cod Bay

Eastham
9.8 out of 10, Exceptional, (18)
"We absolutely loved our week here! Clean, spacious house with a great layout for our family. Amazing view from the deck and the beach was a short walk away. "
United States
Meghan H.
Late cancellation - 30% discount! Sunset Views -Cape Cod Bay
Terrace/patio
Dog-friendly forest cottage with firepit & great deck, walk to bay beaches

Dog-friendly forest cottage with firepit & great deck, walk to bay beaches

Eastham
9.2 out of 10, Wonderful, (20)
"Great house at the end of a quiet street - we loved the back porch, outdoor shower, and firepit!"
United States
Sean L.
Dog-friendly forest cottage with firepit & great deck, walk to bay beaches
Fridge, microwave, oven, stovetop
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail

Eastham
10.0 out of 10, Exceptional, (2)
"Great spot on the Cape"
United States
Ted M.
Cape Getaway -walk to restaurants & shops, near bay & ocean beaches & rail trail
Fridge, microwave, oven, stovetop
Sand Bar-Dog Friendly on Cooks Brook Beach

Sand Bar-Dog Friendly on Cooks Brook Beach

Eastham
10.0 out of 10, Exceptional, (23)
"We had the most wonderful week at the Sandbar. The check in/out process was flawless. The location is ideal. The sunsets were magnificent. Would definitely recommend. "
United States
Holly M.
The price is HK$1,345
HK$3,754 total
includes taxes & fees
25 Nov - 26 Nov
Sand Bar-Dog Friendly on Cooks Brook Beach
Beach nearby
Quintessential Captain's House w/ Water Views!

Quintessential Captain's House w/ Water Views!

Eastham
9.6 out of 10, Exceptional, (14)
"We were a family of 10; plenty of space, close to everything we needed. Only disappointment - at time of booking a couple amenities offered like dock, water sports, and balcony were not available for our stay. "
United States
James B.
Quintessential Captain's House w/ Water Views!
Beach nearby
Cute Cottage Living by the Sea!

Cute Cottage Living by the Sea!

Eastham
9.0 out of 10, Wonderful, (22)
"Great spot in a convenient location. We really enjoyed it, even on a crazy stormy weekend."
United States
Deb W.
Cute Cottage Living by the Sea!
Beach nearby
2025 Remodel! Walk to Pond, 2 Min Drive to Beach!

2025 Remodel! Walk to Pond, 2 Min Drive to Beach!

Eastham
9.8 out of 10, Exceptional, (27)
"Spotless, everything was super clean and well maintained. The property is well appointed and very comfortable to function in. Location wise it is the best property we’ve ever stayed in. Having the property management was surprisingly helpful and they answered questions via text with ease. Such a nice property, we highly recommend!"
United States
Melissa G.
2025 Remodel! Walk to Pond, 2 Min Drive to Beach!
Beach nearby
2 Miles to Coast Guard Beach!

2 Miles to Coast Guard Beach!

Eastham
9.0 out of 10, Wonderful, (2)
"The house was clean but needs some general maintenance work. I communicated those issues with the rental company. The issues included blinds missing from a bedroom, a broken trash container, a leak in the basement, and possible mold as a result, possible termite damage, some leakage evident in the ceiling and a missing smoke detector from the bedroom accessed by the spiral staircase. The house is otherwise lovely so fixing these issues would help. "
United States
Ellen T.
2 Miles to Coast Guard Beach!
1 bedroom, Internet, bed sheets
Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach

Eastham
8.0 out of 10, Very good, (15)
"We had a great time in this cozy, charmingly decorated cottage. It's clean, comfortable and had everything we needed in a beautiful quiet spot."
United States
Rob W.
Charming, Dog-Friendly Cottage w/ Free WiFi & a Kitchenette - Close to the Beach
TV, stereo
Cove Crest: 035-E Waterfront, Dock, Cruise to Nauset Beach

Cove Crest: 035-E Waterfront, Dock, Cruise to Nauset Beach

Eastham
9.2 out of 10, Wonderful, (7)
"Everything was excellent!! One of the best vacations we have ever had!"
United States
Dina C.
Cove Crest: 035-E Waterfront, Dock, Cruise to Nauset Beach
Outdoor dining
Beautiful Spacious Family Retreat w/ Pool!

Beautiful Spacious Family Retreat w/ Pool!

Eastham
10.0 out of 10, Exceptional, (15)
"Great place with lots of room for our family. Kitchen was perfect! Close to all the beaches"
United States
April H.
Beautiful Spacious Family Retreat w/ Pool!
A heated pool
Private Plunge Pool and Large Fenced Yard (2320)

Private Plunge Pool and Large Fenced Yard (2320)

Eastham
8.8 out of 10, Excellent, (5)
"This home was beautiful. Check in went smoothly. You couldn’t help but relax by the pool. The only issue was the bedrooms had no closets. The management company immediately sent us a wardrobe hanger. Excellent management company. "
United States
rikki d.
Private Plunge Pool and Large Fenced Yard (2320)
Outdoor dining
Heated Saltwater Pool Hot Tub!

Heated Saltwater Pool Hot Tub!

Eastham
10.0 out of 10, Exceptional, (20)
"My kids loved the pool, great location for easy access to Coast Guard Beach"
United States
CJ B.
Heated Saltwater Pool Hot Tub!
Exterior
Charming Sun Filled Eastham Cottage at Fort Hill

Charming Sun Filled Eastham Cottage at Fort Hill

Eastham
10.0 out of 10, Exceptional, (59)
"We had a great week staying at the cottage. The setup and proximity to the Outer Cape is perfect for a weekend or full week stay. Maren was easily accessible and communicative and let us check in well before the time listed. Would stay here again!"
United States
Sean P.
Charming Sun Filled Eastham Cottage at Fort Hill
Outdoor dining
Airy home with AC, W/D, deck, & bikes- close to Nauset Light Beach & trails

Airy home with AC, W/D, deck, & bikes- close to Nauset Light Beach & trails

2.0 star property
Eastham
10.0 out of 10, Exceptional, (1)
Airy home with AC, W/D, deck, & bikes- close to Nauset Light Beach & trails
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Eastham Hotel Reviews

Captains Quarters Motel & Conference Center

Captains Quarters Motel & Conference Center

10/10 Excellent
"I was pleasantly surprised! The room was basic but extremely clean. The bed was comfortable. The staff was helpful, and kind. All this a a great rate! All around great option and I wouldn't hesitate to book with them in the future."
Melanie 2-night trip
Posted 6 days ago
Captains Quarters Motel & Conference Center

Find out more about Eastham

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Frequently asked questions

Can I find a holiday rental in Eastham?

Yes, there are holiday rentals in Eastham close to Edward Penniman House and Barn, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Eastham speak positively about the popular beaches and seafood restaurants in this destination. Make sure you have time to check out the forests while you're in the area.

What are some of the best holiday rentals that Eastham has to offer?

Oceanfront w/Private Stairs to Beach and Spectacular Sunsets!: This highly rated holiday home rental in Eastham is located on the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Eastham?

Choose from 313 Expedia holiday rentals in Eastham for a memorable holiday.

What’s there to see and do in Eastham?

Family-friendly attractions include Edward Penniman House and Barn and Poit's Lighthouse Mini Golf, whereas Nauset Light Beach and Nauset Beach are a couple of great spots to enjoy the outdoors. While here, The Three Sisters Lighthouses and Nauset Lighthouse are other places worth a visit.

What’s a holiday rental in Eastham like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Eastham. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for a small group gathering.