10 Best Luxury Rentals In Cape Cod, Massachusetts - Updated 2024

Danielle
Danielle  
Updated
| 5 min read

Cape Cod is a picturesque peninsula and paradise filled with sandy beaches, seafood, and charming small towns. There are many islands located around Cape Cod, including Nantucket and Martha’s Vineyard. The communities in and around the peninsula are deeply rooted in maritime activities, such as sailing, fishing, boat building, whaling, and more! Cape Cod even has festivals that celebrate maritime history. You wouldn’t want to leave after checking out famous lighthouses that decorate the horizon, going on adventures in the magnificent Cape Cod National Seashore, or camping on Martha’s Vineyard. Given the tremendous number of activities and attractions it offers, Cape Cod and its islands have a variety of accommodations for those who need a place to rest, such as casual motels, intimate bed-and-breakfasts, and upscale abodes. If you want a grand vacation, check out the best luxury rentals in Cape Cod, Massachusetts.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.

1. Dock Holiday, Chatham (from USD 236)

Enjoy sipping on wine and embrace the blissful atmosphere while lounging on the waterside deck of this magnificent house near downtown Chatham. Explore the beautiful lake through various water activities, such as canoeing, rafting, and kayaking.

Prepare a scrumptious meal in the well-equipped kitchen, then enjoy them on the deck, which also features an outdoor hammock and picturesque lake view. The house also comes with convenient amenities, such as WiFi, a cable TV, a gas grill, linens and bath towels, and a washer and dryer. With four bedrooms, this property can sleep up to eight people.

Stayed at this property?
13 reviews   Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
we loved our stay here lots of room and amazing views
Cleanliness:
the house was very clean and the service from del mar was first class—they are super responsive
Host:
management was professional and responsive
Location:
location near towns and all activities are easy
Read more reviews
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2. Spacious home with convenient location, Harwich Port (from USD 836)

If you’re looking for a chic vacation home with easy access to the beautiful Bank Street Beach, this accommodation in the seaside community of Harwich Port might be the one for you. Just a few minutes away are noteworthy restaurants to satisfy your cravings, shops, and other entertainment options you can enjoy.

The spacious house has two levels. The first floor features a bedroom, a bright living room, a sunroom, a patio with a built-in fire pit, a kitchen, and a dining area that features white stone countertops and top-tier appliances. Meanwhile, the second floor has four bedrooms. Other amenities in this property include a centralized air-conditioner, WiFi, and laundry facilities.

Stayed at this property?
Harwich Port, Massachusetts, United States
32 reviews   Wifi Available
ENTIRE HOME 9 Beds 14 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 14

Top guest reviews
Cleanliness:
the house was spotless beautifully decorated and fully stocked with plenty of dishes and serving pieces to entertain
the house was very clean and we loved the touches throughout the house
great location beautifully decorated and clean without a spot
Host:
we had a fantastic weekend the home was beautiful and clean and the host was extremely responsive
Location:
the location is prime being within easy walking distance to beach and downtown area
easy walk to town for booze and last minute needs
great spot- close to town and the beach
visitors can expect an easy walk to the beach food and the port
Read more reviews

3. Charming residential home in downtown, Chatham (from USD 1155)

Located in the heart of Chatham’s downtown area is this upscale residential home. It has five bedrooms, perfect for large gatherings or family getaways. If you want to stay in a house filled with natural light and a calming atmosphere, you’ll love this place. The house is equipped with a brand new and fully equipped kitchen, two and a half pristine baths, and air conditioning throughout.

If you want to explore the area, movie theaters, ice cream parlors, restaurants, and shops are just within the vicinity.

Stayed at this property?
Chatham, Massachusetts, United States
105 reviews   Superhost Wifi Available
ENTIRE HOME 8 Beds 12 Guests 5 Bedrooms 2 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
this house was perfect for this occasion had plenty of space beautiful kitchen amenities and a lovely backyard
with comfortable amenities in a charming traditional cape cod-style house you can't go wrong with this property
we had a great stay the beds were very comfy and the house had everything we needed
the beds were very comfortable and the common areas were great for working eating or just hanging out
enough sleeping accommodations for everyone to be comfortable i would definitely recommend
Cleanliness:
it was very clean spacious and comfortable
the house is spacious clean and beautiful
the house was well-furnished and very clean
we absolutely loved our stay at bill’s house it was beautiful clean and very comfortable
Host:
the host was very responsive to questions and offered great suggestions
the home and host was just perfect
bill was amazing and attentive
bill was a great host too
bill is an excellent bnb host
Location:
the location is amazing
wonderful in town location yet close to beaches
great house in a great location
the location of this house is fantastic
great restaurants within walking distance
Read more reviews

4. Waterfront house with views, Eastham (from USD 267)

For a wonderful retreat on Cape Cod, book this waterfront house that features a modern interior and a private deck where you can indulge in stunning views of the cove and beach. If you’re feeling a little adventurous, visit Eastham’s points of interest, such as Arnold’s Lobster & Clam Bar, Hole In One Bakery & Coffee Shop, The Fairway Restaurant, and more.

To complete your family getaway, this pet-friendly house features a toy room to entertain the children. It also has a private landing where you can set off on your standup paddleboard and a back porch for family picnics. There is also plenty of space for your furry buddy to run around. The property also has convenient amenities, such as WiFi, cable TV, sheets, and bath towels.

Stayed at this property?
Eastham, Massachusetts, United States
64 reviews   Wifi Available
ENTIRE HOME 3 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Cleanliness:
cozy clean well equipped house perfect for a family getaway
Read more reviews

5. Fancy property with front porch, Chatham

This fancy home in Chatham offers a calming stay for weary travelers who want to relax and rejuvenate. Enjoy a cup of tea on the front porch, which comes with rocking chairs, or get some vitamin D in the sunroom. You can also enjoy the magnificent sunset from the backyard, where you can grill your favorite food and enjoy your meals in the alfresco dining area.

The house includes top-tier amenities to ensure guests’ utmost comfort and convenience, including a fully equipped kitchen and a breakfast bar, WiFi, a cable TV, a games room, and an office. Central heating and ceiling fans are also available here.

Stayed at this property?
Chatham, Massachusetts, United States
17 reviews   Superhost Wifi Available
Entire villa 12 Guests

Accommodates: 12

Top guest reviews
Amenities & Room:
we all enjoyed the game room with the basketball arcade game and air hockey table
my parents enjoyed watching tennis on the game room's large flat screen tv
Cleanliness:
very clean and spacious
the home was large clean and had great amenities
Location:
house was the perfect location for our cape escape
Read more reviews

6. Moongazer, Chatham (from USD 479)

The spacious and breezy traditional Cape Cod home offers a tasteful, countryside experience with private access to a pond. It allows you to try water activities, such as kayaking.

This gem has a cozy interior décor with five air-conditioned bedrooms. It also has a private patio and an outdoor grilling and dining area for a breath of fresh air. Additionally, the kitchen is fully stocked and equipped with stellar appliances. Other amenities here include a cable TV, toiletries, a washer and dryer, and more.

Stayed at this property?
Chatham, Massachusetts, United States
61 reviews   Superhost Wifi Available
ENTIRE HOME 6 Beds 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
terrific space the house was sparkling clean with great amenities including a grill and lots of room
beds were comfortable and we appreciated all of the extra blankets placed in every room
spacious home with terrific hosts great location and nice outdoor space and shower
great new modern kitchen layout with modern appliances
the updated bathrooms and beautiful artwork made it feel like we were staying at a top hotel
Cleanliness:
the place is beautiful and clean
very spacious and clean great house
the house was clean and exactly as pictured
fantastic location amazingly responsive (within minutes) hosts clean and thoughtful space
everything was so clean and the decor is beautiful
Host:
host is very responsive
owners were instantly responsive to questions about property and weather concerns
great place and great hosts
amazing hosts that are very kind and responsive right from asking questions about booking the trip
bill and patty were very helpful
Location:
absolutely amazing house and location
beautiful place and great location
the house was also super close to restaurants and stores
walking distance to the beach and perfect location to fully enjoy a stay in the cape
awesome house for families well appointed and perfect location
Read more reviews

7. The Lily Pad, East Orleans (from USD 621)

Enjoy an oceanside retreat when you book The Lily Pad. Since it is just a few minutes from the beach, you will surely enjoy various activities here, such as sun tanning, playing beach volleyball, building sandcastles with kids, kayaking, and more. The property also offers a fantastic view of Nauset Harbor

The pet-friendly, four-bedroom house also has a fully stocked kitchen with stainless steel appliances and a living space where you and your friends can gather around. You can stay cozy by the gas fireplace or relax on the patio, grassy yard, or second-floor deck. Other amenities here include an outdoor shower, WiFi, a Smart TV, and sheets and bath towels.

Stayed at this property?
6 reviews   Wifi Available
House 10 Guests 4 Bedrooms 5 Bathrooms

Accommodates: 10
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
the view from the rooms waking up in the morning is breathtaking - and the beds are comfortable
Host:
the property manager was easy to reach and incredibly responsive
it was nice to have a host to deal with issues without having to bother individual owners
amazing home with great views hosts were great
Location:
we could not have pick a more ideal location for a fall vacation on the cape
location was great and easy to explore many wonderful towns and beaches from provincetown to chatham
this is a perfect location - close to beaches and everything you need - yet quiet and private
this property is dog-friendly and again the location was perfect for walking the dogs
Read more reviews
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8. The Boat Launch, West Dennis (from USD 506)

This pet-friendly waterfront home is a recently renovated antique property that features quaint and chic décor. Experience various water-based activities, especially since paddleboards and kayaks have been made available to guests. For those who want to explore nearby local attractions, you can check out West Dennis Beach, Three Fins Coffee Roasters, Fromage `a Trois The West Village Pasta and Cheese Shoppe, and The Ocean House Restaurant.

This lovely home has enough space for your pets to roam around while you hold a grilling session on the patio. In the living room, you can enjoy various board games and puzzles with your friends and family. Other entertainment options include WiFi and a TV.

Stayed at this property?
24 reviews   Wifi Available
House 16 Guests 6 Bedrooms 4 Bathrooms

Accommodates: 16
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
great property with lots of room for families both indoor and outdoor
the kingsize beds were very comfortable and the kids loved the bunk room
Cleanliness:
the house was very clean and open
really nice place really clean would recommend
the house has everything needed for a family vacation and was spotless and very well maintained
Host:
the hosts are fantastic and answer all questions promptly
true cape cod feel owners and management company do a great job - highly recommend
the owners have provided many things to make your stay more pleasant
we can't imagine any owners being more responsive and helpful
Location:
the location is fabulous--very close to wonderful restaurants grocery stores and so many ice cream places
the location (mid-cape) is perfect
it was a perfect location for our many day trips
there are several lovely locations to sit and watch the birds and the absolutely gorgeous sunsets
we also enjoyed the very close by west dennis beach and sometimes drove to other cape beaches
Read more reviews
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9. Day Dreamer, South Chatham (from USD 611)

Surrounded by woodlands and gorgeous gardens, this contemporary house is the perfect getaway for those who want peace and quiet. Enjoy various activities within the comfort of this home, such as movie nights and board games in the living area or deck. You can also grill barbecues, play frisbee in the beautiful backyard, shoot hoops at the basketball court, or enjoy the fresh air from the gazebo, which comes with a fire pit. Adventurous guests can take the trail towards the pond for kayaking and boat activities.

The spacious house has three levels and six bedrooms. It also has five bathrooms and a fully stocked kitchen. Up to 12 people and their pets can stay here.

Stayed at this property?
9 reviews   Wifi Available
House 12 Guests 6 Bedrooms 5 Bathrooms

Accommodates: 12
Minimum Nights: 0
Refund Policy :

Top guest reviews
Amenities & Room:
the house and yard were very lovely a relaxing setting with a large home beautiful view and very comfortable
Host:
this was by far the easiest and most pleasant experience with a very professional friendly and accommodating staff
Location:
property is gorgeous landscaped beautifully and in a fantastic location
Read more reviews
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10. Four-bedroom vacation rental with hot tub, Provincetown (from USD 851)

Overlooking Provincetown Harbor is a four-bedroom house that features an outdoor hot tub where you can ease your tense muscles under the starry skies and a redwood sauna.

Make your favorite meals in the kitchen, which is equipped with stainless steel appliances, and surrender to a good night’s sleep in any of the bedrooms. Air-conditioning, WiFi, a cable TV, and a cozy fireplace are available for the comfort of guests. There are also four bathrooms in the property, and guests can make use of the provided linens and towels.

Stayed at this property?
Provincetown, Massachusetts, United States
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
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

Enjoy a luxury experience

Start planning your vacation in Cape Cod, which promises lasting memories and picturesque beaches that will make you come back for more. To level up your experience, book one of the best luxury rentals in Cape Cod, Massachusetts, listed above.

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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