Top 11 Vacation Rentals With Pool In Cape Cod, Massachusetts, USA - Updated 2024

Pala
Pala 
Updated
| 5 min read

Set in Massachusetts, Cape Cod is a beautiful peninsula and also happens to be a popular summer destination. It boasts several tourist attractions, including lovely sandy beaches, ponds, lighthouses, seafood shacks, and charming villages. The landscape here supports excellent farming and specializes in cultivating delicious cranberries. The place offers a relaxing atmosphere, and if you’re traveling with children, you can find many things to do with your family here. Come here with your dear ones, enjoy the sun, and don’t forget to get your camera to capture the beautiful memories.

If you’re planning to visit, you first need a place to stay. Luckily, you have many options — there are vacation rentals on the beach in Cape Cod, as well as accommodations with pools. If you prefer the latter, check out this list of the best vacation rentals with pool in Cape Cod, Massachusetts, USA.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.

1. Spacious estate with luxurious amenities (from USD 1100)

This 7,000-square-foot (650.32-square-meter) property sits on a 4-acre (1.62-hectare) land. It also abuts 8 acres (3.24 hectares) of open space that you’re free to explore.

The Cape Cod house rental with a pool is beautifully furnished as well. There are six bedrooms, and all of them feature plush beds. The main bedroom, in particular, contains additional luxurious amenities, such as a 60-in television with surround sound — this allows you to have a cinematic movie night right before you sleep. If you’d like to watch movies with everyone else, you can head to the home theater, which is on the lower level.

Aside from the bedrooms, there’s also a gourmet kitchen perfect for preparing complex meals. Other amenities that you have access to are a hot tub, an oversized pool, a tennis court, and a home fitness center.

Stayed at this property?
West Barnstable, Massachusetts, United States
16.63 km (10.4 mi) from Whydah Pirate Museum
PRIVATE VACATION HOME 14 Guests 6 Bedrooms 4 Bathrooms

Top guest reviews
Cleanliness:
nice clean house with lots of fun to be had
the house very comfortable and clean
the house was spectacular clean and slept 10 of us very comfortably with lots of space
Host:
the owners wonderful and helpful and always available
jeff and kim were great hosts
really nice and responsive host
and finally the owner jeff was really responsive to any questions we had prior to and during our visit
jeffrey was extremely accommodating and helpful before during and after the stay
Location:
a perfect location with everything we could have wanted
Read more reviews
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2. Magnificent house overlooking Provincetown Harbor (from USD 851)

This 2,600-square-foot (241.55-square-meter) house sits on a wooded bluff that overlooks Provincetown Harbor, which means that you’ll enjoy marvelous views during your stay here.

You can also find well-appointed rooms and other excellent amenities here. There’s a double-sided wood-burning fireplace inside that will keep you warm and comfortable, and when you get hungry, the kitchen has everything you need to cook a delicious meal. If you’re looking for something fun to do, you can stream something on the television or swim in the in-ground private pool. Relaxing in the hot tub under the stars also sounds like a wonderful time.

If you’re bringing a car with you, you’ll be glad to know that parking is one of the amenities this rental offers. In fact, you can park up to seven cars here.

Stayed at this property?
Provincetown, Massachusetts, United States
46.45 km (28.9 mi) from Whydah Pirate Museum
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 5 Bathrooms

Top guest reviews
Amenities & Room:
the kids enjoyed floating in the pool and sitting out on the deck in the evenings
great amenities from pool to hot tub to sauna
Cleanliness:
it is super clean and is stocked with all you will need
Host:
the owner was very responsive
the owner is very responsive
our host was so welcoming and helpful
ted was an excellent host
owner ted was very welcoming and friendly
Location:
great location walk to town and beach
had amazing walks into the dunes with main trail entrances literally 5 minutes away from the house
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3. Beach-view studio with hot tub (from USD 443)

This Cape Cod beachfront rental with a pool has one bedroom with two beds, and can easily accommodate up to four guests. It offers all those essential amenities, which are required for a perfect home away from home experience, including a fully furnished kitchen, dryer, washing machine, and Wi-Fi access. Enjoy some excellent views of the beach and also have complete access to various resort facilities including an outdoor pool, a hot tub, and a heated indoor pool, among others. Part of a luxurious resort, the property offers easy access to the nearby beach.

Stayed at this property?
Provincetown, Massachusetts, United States
46.29 km (28.8 mi) from Whydah Pirate Museum
485 reviews   Wifi Available
Entire serviced apartment 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
breathtaking view from the balcony and a very comfortable room
excellent location with spectacular water views from our ocean side apartment and easy beach access
i also brought my own blanket and pillows which i think made sleeping much more comfortable
the room was ocean facing with a very easy walk down to the water
the noise from other rooms was a little louder than expected but overall we had an amazing time
Cleanliness:
linda’s place is clean and amazing
place was clean cozy and pool area was great
very clean with a great ocean view at a good price
Location:
nice place and nice location
loved being so close to down town
great place to stay super close to everything
it’s in a great location
awesome location with a true cape cod feel
Read more reviews

4. Well-furnished condo with pool access (from USD 123)

This spacious fully furnished condo will ensure that you enjoy a relaxing stay with your dear ones. Suitable for a maximum of six people at a time, it offers all the conveniences and comfort of a private house. However, you need to book the property for a minimum of two nights. The condo provides access to swimming pools, on-site bike/kayak rentals, restaurants, kids programs, a private spa, and many other modern facilities. A spacious and fully stocked kitchen ensures that cooking is an absolute breeze. Beaches are a short drive away from this sweet property.

Stayed at this property?
Brewster, Massachusetts, United States
19.06 km (11.9 mi) from Whydah Pirate Museum
93 reviews   Wifi Available
ENTIRE CONDO 4 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
bikes coffee some toiletries small cooler beach chairs a/c tv and great wifi
we had a wonderful holiday and made good use of the pools bikes and yoga on the beach
we all slept very well at night with the windows open and fans on
beds are very comfortable and the space is great
the bed was comfortable as well if you like a firm mattress
Cleanliness:
very clean and comfortable
very clean and comfortable condo
expect a clean well appointed condo with lots of extras
the complex was clean and quiet
the house was just as advertised very clean and accommodating with some nice extra touches
Host:
chris&tamara great hosts
hosts were very accommodating and caring
chris and tamara were quick to respond to our questions and very pleasant hosts
chris and tamara are fantastic hosts they were so helpful throughout our stay
chris and tamara are wonderful hosts
Location:
great central location
great location on the cape
great location to all things on and near the cape
excellent mid cape location
the location of the resort is perfect
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5. Cozy cottage in central location (from USD 149)

Are you in search of that ideal getaway in Wellfleet? Then, you have arrived at the right place for sure. The cozy cottage can accommodate up to four people at a time and offers two well-decorated bedrooms. The property also boasts a spacious and well-equipped kitchen with brand new appliances and all other essentials to prepare your favorite meals. Guests can take a leisurely dip in the in-ground swimming pool and enjoy many other amenities, including a TV with cable channels, washer/dryer, free parking space, and Wi-Fi access. The cottage enjoys a central location, which means you can access the ocean and bayside beaches within a few minutes.

Stayed at this property?
Wellfleet, Massachusetts, United States
35.14 km (21.9 mi) from Whydah Pirate Museum
51 reviews   Wifi Available
Entire cottage 3 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Cleanliness:
the cottage is clean well maintained and has some nice updates (new tv and fresh paint throughout)
Host:
perfect hosts very very helpful
it was a relaxing place to stay and our hosts offered great local tips
Location:
great cottage in convenient location
it's a great place to stay
Read more reviews

6. Spacious home near Saltwater Swan Lake (from USD 507)

It is a perfect home to book if you are planning for a family reunion in Cape Cod and is suitable for 16 people. The home offers a heated saltwater swimming pool, where you can enjoy swimming for hours without any fear of catching a cold. The rooms are furnished with the latest amenities to assure you of a hassle-free stay. The brand new kitchen is equipped in a manner to take care of your cooking requirements. It is just about 1.9 km (1.2 mi) to the beach and a short walk to the village. The house is also a short stroll to the famous Saltwater Swan Lake.

Stayed at this property?

8.35 km (5.2 mi) from Whydah Pirate Museum
68 reviews   Wifi Available
House 16 Guests 6 Bedrooms 3 Bathrooms

Accommodates: 16
Minimum Nights: 7
Refund Policy :

Top guest reviews
Amenities & Room:
the bedrooms are spacious the kitchen is well-equipped and the backyard is delightful
so much room to spread out and the pool was a huge bonus
the weather was a little cool but the kids loved the heated pool and the nearby pond
i would highly recommend for anyone needing a lot of room
surrounded by trees with a relaxing pool peace and quiet and a large yard to use as well
Cleanliness:
the house was very clean and had everything we needed
nice and quiet clean plenty of room and the heated pool was awsome
Host:
the owner was so conscientious about making sure our stay was an enjoyable one
owner (steve) was friendly and accessible when needed
steve was wonderfully helpful and a great host
neighbors were nice and owner was informative with restaurants and beaches to go to
murray is considerate and responsive to questions
Location:
we liked the neighborhood location
it is close to a great pond with great kayaking
good location near bike path and near swan river which is great for kayaking and canoeing
close to the rail trail which was great and also near harwich and all its activities
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7. Luxurious retreat with water views (from USD 1310)

The spacious home comes with a heated swimming pool so that you need not worry about freezing even while swimming here. A short walk from the nearby Craigville Beach, this magical property can sleep a maximum of 14 guests simultaneously. It is a perfect property, if you plan to come here in a big group. The property boasts six furnished bedrooms and four and a half bathrooms, and a string of modern amenities. These include fireplace, heater, parking space, air conditioning, and internet. The host has taken all possible steps to make sure that there is a relaxing atmosphere for the guests.

Stayed at this property?

10.07 km (6.3 mi) from Whydah Pirate Museum
49 reviews   Wifi Available
House 15 Guests 6 Bedrooms 6 Bathrooms

Accommodates: 15
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
our party of 7 adults and 5 children fit comfortably; we had lots of room to spread out
there was plenty of space for our families great location lovely light airy feel to the rooms
our family of 14 had plenty of room to spread out and enjoy the stay
the pool was amazing and the view from the windmill was unbeatable
house was immaculate with plenty of room for 6 friends
Cleanliness:
spacious clean & fun house
Host:
jim was very responsive and easy to contact
there's nothing this house doesn't have and the owners were very thoughtful with great communication
the owners have thought of everything - great sheets towels convenient pantry etc
Location:
lovely property close to everything
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8. Grand villa with golf views (from USD 414)

Situated close to the ocean, this spacious villa can comfortably sleep up to eight people at a time. The villa is a part of the Ocean Edge Resort and offers all the luxuries needed for a relaxing vacation. You will be a short walk from Linx Tavern, where you can enjoy delicious meals throughout the day. If you wish to enjoy a relaxing getaway and watch the world around you, it is an ideal house for you. The property is a four-minute-walk from the outdoor Arbor swimming pool, where you enjoy a dip at leisure. Some other amenities offered here include air conditioning, heating, washing machine, internet, and free parking space.

Stayed at this property?

18.03 km (11.2 mi) from Whydah Pirate Museum
49 reviews   Wifi Available
villa 8 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 8
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the pool and walking trails on property are great as are the local restaurants and cafes
Cleanliness:
the condo was clean and decorated nicely
the unit was clean and the perfect size with 3 bedrooms
we enjoyed every aspect of our stay at this very clean and nice sized condo
spotless and just like home
Host:
owner is very pleasant and helpful
thanks to the owner for a great vacation
emily is very helpful
the owner is very attentive and we had a great time
and the owner is extremely nice and easy to work with
Location:
the condo was perfectly located just a short walk from arbor pool with all its amenities
great kickoff to the weekend perfect location and spacious condo couldnt ask for more
we love staying at ocean edge great location
Read more reviews
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9. Modern home with hot tub

This beautiful modern house is spacious enough to sleep nine people and comes with a stunning heated swimming pool and a patio. The pool comes with an attached hot tub so that you can soothe your sore limbs after a hectic day outside. It has a fantastic open dining, living/kitchen space, where you can relax or prepare a quick meal. Major attractions including Covell’s Beach, Craigville Beach, as well as the Barnacle Clam Shack are a short walk from the property. You will also be close to the restaurants and shops of Hyannis and Centerville while staying here.

Stayed at this property?

7.77 km (4.9 mi) from Whydah Pirate Museum
26 reviews   Wifi Available
House 9 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 9
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
we had a wonderful week with our family at this rental the new pool and patio is gorgeous
Cleanliness:
very roomy very clean
all very clean and tidy beautifully furnished and the pool was a real bonus
we really enjoyed our stay clean cozy and charming
the house was very clean and the bedroom set up fit our extended family well
Host:
the owners were very responsive to all of our questions
the owners were great to deal with and the place was immaculate
Location:
walking distance to the beach great downtown shopping and restaurants
the location was perfect for walking to the neighborhood beach
the best part about the location was the private beach/dock area
the location was perfect and only 10 mins from hyannis
plenty of beds super close to hyannis and craigville beach
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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10. Comfortable studio condo near Glendon Beach

Enjoy a laid-back vacation with your family members in this cozy Cape Cod condo rental with a pool. Ideal for four people, the property is located in Dennis Port and is a short walk to Glendon Beach. The property boasts a perfect location, all the required essentials, and modern appliances to enjoy a comfortable stay. After you spend some fun time at the beach, return to this charming vacation rental to try your swimming skill in the pool, relax on its back patio, or grill your supper. There are several good dining facilities within a short walk from the condo. However, you can also use the well-equipped kitchen to prepare your preferred meals.

Stayed at this property?
Dennis Port, Massachusetts, United States
6.67 km (4.2 mi) from Whydah Pirate Museum
25 reviews  
Entire condominium 2 Beds 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
a nice spacious patio enhanced the overall apartment
Cleanliness:
great location small but very clean cute condo
Host:
great owner she was responsive and helpful
mod always provided a quick response and was kind enough to reach out prior to the trip
Location:
ideal location as it was very close to the beach
dennis port was centrally located and we were able to easily explore the cape from this location
really close to the beach so pretty good value
super close to the beach and a nice cafe
excellent location and mod was a wonderful/helpful host
Read more reviews

11. Apartment near the beach and Hyannis Port

Located in Barnstable, Massachusetts, this comfy apartment is suitable for seven people and is a stone’s throw away from the beach. Booking this vacation rental means you can listen to the rhythmic sound of the waves while sitting on its front porch. It is a perfect property for a memorable vacation, no matter which season you choose to visit. The sunrise, as well as, the sunset from this wonderful space is truly breathtaking. You will have exclusive access to the entire house, while the swimming pool is made available on a shared basis with other guests. The property enjoys an excellent location and is a short distance from downtown Hyannis, T station, and Hyannis Port.

Stayed at this property?
Barnstable, Massachusetts, United States
5.68 km (3.6 mi) from Whydah Pirate Museum
59 reviews   Wifi Available
ENTIRE CONDO 5 Beds 7 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Cleanliness:
clean and beautiful
xavier’s place is clean with nice touches and some updates
the place was very clean and had just about everything we needed
this is an immaculately clean property in an amazing location
Host:
xavier is an amazing host he is so accommodating and is quick to respond to any and all questions
xavier is a very responsive and thoughtful host
xavier is an attentive responsive host who legitimately wants his guests to have a great experience
Location:
condo was beautiful and location was perfect only steps from the beach and close to main street
it is just a minute walk from the beautiful beach
the location is perfect as it is right by the ocean
this place is great about a 30 second walk to the beach
we really enjoyed our stay at xavier’s place
Read more reviews

Make the most out of your vacation in Cape Cod

There are so many things to see and do in and around Cape Cod. After an exhausting day outdoors, return to a comfortable accommodation by choosing any one of these top Cape Cod summer rentals with pools.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Pala Sen is an avid follower of travel and health updates, current affairs and entertainment news from all across the world and writing is a passion for her. She had been previously associated...Read more

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