Top 10 Airbnb Vacation Rentals In Westport, Massachusetts - Updated 2024

Rae Marielle
Rae Marielle 
Updated
| 6 min read

Located in the south coast region of Massachusetts, Westport is an easygoing town known for its abundance of farmland and coastal beaches. If you’re tired of looking at the same old buildings in the city, you will want to take a breather here. There are lots of places where you can bike around and go for a run without encountering too many vehicles. Enjoy your time with the sand and the sea at Westport’s numerous beaches, or go kayaking and try exciting water activities on Westport River. Explore more of the town by heading to the central village and checking out the different shops and restaurants. With a lot of things that you can do here, you need a lovely home to retire so you can replenish your energy for more activities. Read this article to know more about the cozy Airbnb vacation rentals in Westport, Massachusetts.

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. Peaceful cottage with outdoor fire pit (from USD 95)

Located near Westport River is this casual and quiet cottage for two. Warm yourself up during the cold months by lighting the gas fireplace in the living room. You can also use the wood stove in the other room. Lounge by the outdoor table on days when the sun is out and catch some vitamin D. At night, you can stay outside by the fire pit and share stories with your companion under the stars. Wineries, breweries, galleries, and shops are at a close distance, making it convenient for you if you wish to explore Westport together.

Stayed at this property?
Westport, Massachusetts, United States
15.79 km (9.9 mi) from Battleship Cove
483 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the cottage has very comfortable amenities and stephen is very easy to communicate with
overall the amenities were great: comfortable sleeping arrangements basically a full kitchen and a good shower
the cottage is very comfortable and quiet
thoughtful details nice to have wifi information and tips were great to have as well
comfortable little cottage well stocked and enjoyed the fire pit
Cleanliness:
place was clean and cozy
it is as advertised - clean quiet and cozy
amazing place it was so clean and beautiful
very nice quiet clean and comfy
stephen's place is clean quiet and cozy
Host:
neat place appreciate the quick responses from our host
stephen is a great host who responded really fast with any questions i had
host was very nice and great to deal with
all our needs were met - stephen is an excellent host
beautiful place with a very nice and accomadating host
Location:
the location is peaceful
cute cottage in a great location
nice place and a great location
great location set back from the main road
awesome little oasis that’s tucked away but close to everything
Read more reviews

2. Cozy household with deck (from USD 200)

Sit back and relax after a long day inside this snug home by the river. Play a movie on the DVD player and spend the day watching your favorite characters. There is a spacious deck at the back with a few lounging chairs and an umbrella that you can open when the sun is blistering hot. Walk across the street to satisfy your ice cream cravings or chill by the river to watch the breathtaking views.

Stayed at this property?
Westport, Massachusetts, United States
12.64 km (7.9 mi) from Battleship Cove
223 reviews   Superhost Wifi Available
ENTIRE HOME 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
excellent wifi and entertainment options
yummy breakfast treats coffee and lunch across the street
the kitchen is well equipped; the back deck very appreciated for dinner
the backyard space and the kitchen at anna’s place are great
i loved cooking in the kitchen as well as using the grill out back
Cleanliness:
clean and comfortable great communication
cozy and super clean spot
each bedroom was also clean and nice plenty of towels and blankets
the house is very clean and well stocked
the house was very clean
Host:
anna was a great host we enjoyed staying at her place
anna was very helpful with any questions that i had and provided clear instructions with the house
you could definitely host a family holiday here
she was such a great host and so gracious and understanding about the house key being misplaced
same-day reservation anna was a fantastic host she responded quickly to our same-day request
Location:
the location is excellent
cute little house close to nature
location was beautiful and peaceful
very cute village location we would return again
it is located in a quiet area with some nice restaurants located in a 15-20 minute radius
Read more reviews

3. Modern studio apartment with queen-size bed (from USD 130)

This classy modern apartment is a couple’s perfect getaway. Wake up side by side on the queen-sized bed before heading to the kitchenette to cook a hearty morning meal for you two. Eat at the breakfast counter overlooking the river. There’s a deck where you will have an undisturbed view of the horizon. If you want to stay fit while on vacation, you may try jogging or cycling around the area. You can also borrow a kayak and take it to the river for a day to get a closer look at the mountains and lush greeneries.

Stayed at this property?
Westport, Massachusetts, United States
20.73 km (12.9 mi) from Battleship Cove
140 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
gil's place was clean comfortable and had amenities such as coffee creamers and bottled water
the apartment is very convenient located in a nice area and the view on the river is amazing
the apartment has a great view of the water and is very clean and comfortable
beautiful spot comfortable place exactly as described
Cleanliness:
clean comfy and quiet
everything was very clean
it was clean and private as well
the space is clean with plenty of disinfecting wipes and paper towels available
the place is very clean and a queen bed
Host:
friendly and inviting host
gil was a great host
great host thanks for everything
gilbert was an amazing and very nice host
gil is the best host
Location:
great location and very cute studio
lovely location and accommodations
great stay for the money in a great location
perfect location for our event on buzzard's bay
super close to any nice beaches in this area
Read more reviews

4. Boho-inspired cabin with stunning views (from USD 217)

Go on a healing vacation with the family in this snug cabin located near Horseneck Beach. Aside from its stylish interior, the kitchen has everything you need to make bonding over cooking food a fun and hassle-free experience. Everyone can hang out in the living room that extends all the way to the outdoor deck or chill in the bunk room where kids often stay to watch television. The moment you step inside this loft, you can immediately feel all the pent-up stress leaving your body. There’s a hammock right in front of a large window so you can lie around while looking at Westport River. Wherever you are in the cabin, you’ll get a stunning view of the sunset.

Stayed at this property?
Westport, Massachusetts, United States
18.15 km (11.3 mi) from Battleship Cove
257 reviews   Superhost Wifi Available
Entire cabin 4 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
we loved the king bed in the loft which was extremely comfortable
this comfortable cozy cottage is a dream with warm touches throughout
my daughter loved “her” room where she could sleep on the top bunk or the bottom full bed
incredibly comfortable quiet and an absolute beautiful space
great style vibe and beyond comfortable place to stay
Cleanliness:
cabin is super clean and comfortable
emily‘s cabin is very cosy clean and well equipped
very clean so cute and super comfortable
the house was super clean and had everything we needed
charming cabin very clean all the basics you’d need
Host:
emily was very helpful and responsive
emily is an excellent host and we will absolutely be back
emily is a fantastic host that has created a truly memorable space
a wonderful stay such a unique beautiful place; super cozy host was very accommodating and helpful
couldn't get over how friendly the neighborhood was too everybody waving and saying hello on our daily walks
Location:
peaceful little neighborhood yet only a 10 minute walk to buzzards bay brewery
great dining and places to get provisions close by
perfect spot great walk to the water front brewery and winery close by
the location is a touch of heaven
cute comfy spot close to horseneck beach and the many charms of westport
Read more reviews

5. Tranquil flat with full kitchen (from USD 183)

If the city life is starting to feel stuffy and you are in need of some fresh air, then you might want to check out this apartment. First off, the house itself is a haven. The kitchen is complete with all the basic necessities to save you from any trouble. There is a flat-screen television in the living room where you can watch your favorite shows. Also, its location is the ideal spot for those looking for a peaceful retreat. Look out the window and you will be greeted by the calming waters of Westport River. Go for a stroll or run outside and you will find your inner peace.

Stayed at this property?
Westport, Massachusetts, United States
18.87 km (11.8 mi) from Battleship Cove
63 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the air conditioning worked great or you can open the windows for wonderful natural ventilation
kitchen was well-equipped and having a washer/dryer was also super helpful
clean with very good appliances including air conditioning
the bedding is very comfortable including the futon and the linens are high quality
Cleanliness:
the place was clean and comfortable
the space was super clean and easy to find
nice clean and well equiped house
it was very clean and also enjoyed the kitchen
clean and tidy and also we loved the kayaks
Host:
steven and lyn are excellent hosts
hosts were kind and welcoming
steven and lyn are very friendly and polite hosts
steven and lynn were really good hosts nice friendly and helpful
steven's place was great steven was very communicative and made sure to answer all our questions
Location:
perfect location and a wonderful space
the location provides easy access to activities like hiking and kayaking
perfect location to all of the sites and restaurants in the area
a very quiet and relax place for a weekend get away
lovely location view of the river biking right out the door to beaches and breakfast spots
Read more reviews

6. Decorative burrow with charming garden (from USD 242)

If you are someone who likes to be surrounded by eye-catching designs and pretty ornaments, then this cottage is the perfect place for you. This riverside home was designed by a ceramic artist who put a lot of thought into the overall interior, giving it a dainty feel. Starting off with the living room, its white walls and rustic stone fireplace will make you feel at ease. The spacious dining room has a lot of windows that let in a good amount of sunlight. There is a dining table that can accommodate up to eight people. You can enjoy your meal while overlooking the river. However, the highlight is the lush garden outside. Take a photo of different kinds of flowers or pick a couple of raspberries and blueberries from the bushes. There is an outdoor table where you can sit around and just enjoy the breeze. Everything about this place is just so charming, inviting, and beautiful. If you are planning a trip to Westport soon, then you have to check out this place.

Stayed at this property?
Westport, Massachusetts, United States
19.75 km (12.3 mi) from Battleship Cove
74 reviews   Wifi Available
Entire cottage 5 Beds 6 Guests 3 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
we were saved by that great air conditioner combined with ceiling fans in every room
:)we also really appreciated that there was only basic tv service (but great internet )
we were very thankful for the air conditioner and ceiling fans during last week's heat wave
we need to give joy extra points because she had a window air conditioner unit
joy’s pictures accurately described all and the outdoor shower was a treat
Cleanliness:
the cottage was comfortable spacious super clean and with warm artistic touches throughout
Host:
lovely place & lovely host
joy is a wonderful host who responded us promptly every time
very kind and gracious host
joy is a wonderful host we couldn’t ask for more
the property was beautiful and joy was gracious accommodating and very responsive
Location:
fantastic location and comfortable house
this is a delightful location
relaxing quiet location right on the water
the location is truly a dream - right on the river
very private and a great location
Read more reviews

7. Bright haven with outdoor grill (from USD 275)

When you travel to the sunny town of Westport, you need to make sure you are in a house that perfectly captures that bright atmosphere. Luckily, you can book this four-bedroom house to make the most out of your vacation. Not only does it have a sizable and spotless interior, but this summer sanctuary also has a spacious yard where you can play outdoor games. Plus, what is summer without a barbecue party? Chill outside and cook a feast on the outdoor grill. Pair it with a couple of refreshing drinks and you are good to go.

Stayed at this property?
Westport, Massachusetts, United States
17.31 km (10.8 mi) from Battleship Cove
44 reviews   Wifi Available
ENTIRE RENTAL UNIT 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
nice roomy kitchen fully equipped for gourmet cooking
the kitchen was fantastic had everything we needed and was larger than what was visible in the photos
Cleanliness:
the house was clean and stylish
all the bedrooms were very well arranged with clean linen baths with soap fresheners towels etc
perfect location clean well equipped wonderful host great communication
the home was clean comfortable and spacious
very clean in a pretty setting comfortable and welcoming
Host:
merri was a great host
the hosts were great and extremely respectful of our privacy
very responsive and quick to help
merri was friendly and easy to communicate with
owners lived right next door and were easily available when needed but did not disturb us at all
Location:
we would definitely recommend this location
merri’s place is perfectly located for exploring the area
great location and easy check-in
beach is close by which is a lovely take
great house super hospitable great location close to ice cream parlor beaches
Read more reviews

8. Summer shack with private pier (from USD 254)

Treat yourself to this unique cabin right on top of Westport River. Wake up to the sunrise and an amazing view of the river through the living room. If you really want to try all the exciting outdoor activities on Westport River without going through the hassle of traveling very far, then this shack is perfect for you. You will have direct access to the river right through your very own private pier. Go kayaking or swimming whenever you want. A small area of the beach is also meant just for you, so you won’t have to worry about bumping into many people. After a day filled with activities, you can rest in your lovely home.

Stayed at this property?
Westport, Massachusetts, United States
19.33 km (12.1 mi) from Battleship Cove
33 reviews   Wifi Available
Entire cabin 6 Beds 8 Guests 3 Bedrooms 0 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
the cottage is rustic but very comfortable with ample spaces for children's playtime and adult conversations
our kids had fun in the bunk beds and the wee playhouse with childrens books
Host:
it's rustic and very charming truly beloved by the owners as is evident throughout
the place is family friendly and good to go with kids if you don't mind some issues
Location:
the house and the location are great
location location location a good sized and quiet riverside lot located close to all of westport's amenities
the place is so ideally located and the garden is amazing
beautiful home and location helpful and thoughtful host
this is a glorious place to stay with a family
Read more reviews

9. Beachside bungalow with outdoor shower (from USD 380)

Book this homey bungalow and you will wake up to the sound of chirping birds in the morning. Since this traditional New England Beach cottage is located in a serene area near the beach, you will be far away from busy streets and noisy crowds. Despite its vintage vibe, it is furnished with state-of-the-art amenities that will make your stay convenient and comfortable. Elephant Rock Beach Club is just 1 mile (1.6 kilometers) away, and all you need is a guest pass to visit its sandy shores. There are also other beaches within the area where you can watch the waves. After a fun day under the sun, you can wash in the outdoor shower to avoid bringing sand inside your vacation home. Don’t miss your chance and take a break here.

Stayed at this property?
Westport, Massachusetts, United States
21.42 km (13.4 mi) from Battleship Cove
70 reviews   Wifi Available
Entire bungalow 5 Beds 8 Guests 4 Bedrooms 2 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
pillows and bedding were super comfortable
this was a lovely home with all the necessary amenities for a comfortable and relaxing weekend
we went running and biking from the cottage and thoroughly enjoyed the outdoor shower
the furnishings are comfortable clean and well kept
we loved the fans that we originally mistook for heaters (tall rotating)
Cleanliness:
clean and safe
it was clean comfortable and charming
the beds are super comfortable and everything was clean and well organized
cottage was spotless and roomy and well equipt while remaining charming and historical
super clean - we loved the porch and outdoor shower
Host:
care takers are polite courtious and quick to be of service
our host made us feel welcome and the check in was easy
local farm stands provide eggs and fresh picked produce sold with a friendly smile
but belinda was a really great host and the cottage was beautiful
Location:
location is quiet and beautiful
great location and great set up for families
it's a fantastic cabin on a fantastic location
belinda's house is a terrific place for a family vacation
we had a wonderful stay everything was perfectly serene and calm and loved being so close to the beach
Read more reviews

10. Luxurious manor with three baths

This newly renovated 200-year-old home will make you feel like royalty. As soon as you get inside, you will be greeted by a classy and welcoming living room equipped with a fireplace to keep the atmosphere warm. While here, you will never have to worry about your personal space and who gets to take a bath first. This place offers five bedrooms and three bathrooms that can easily hold ten guests. The best part about this house is that it’s near to a lot of popular tourist attractions such as a kayak touring company and Horseneck Beach. Enjoy all the good spots in Westport while keeping this whole house to yourselves.

Stayed at this property?
Westport, Massachusetts, United States
14.28 km (8.9 mi) from Battleship Cove
82 reviews   Superhost Wifi Available
Entire residential home 7 Beds 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the reclining chairs and couch in the family room were perfect for relaxing
comfort/amenities - beds are incredibly comfortable with high quality coverings and linens
a fully stocked kitchen comfortable beds and a beautiful patio
the large kitchen and deck make it great for entertaining a group
their home is comfortable and spacious with a nice outdoor deck and yard space
Cleanliness:
house was impeccably clean upon arrival
bathroom is clean and tons of towels provided to us
the house was clean and comfortable especially the spotless bathrooms and super comfortable beds
linda's house was clean and beautiful
everything is new clean and comfortable
Host:
thank you gretchen and linda for being such wonderful hosts
the hosts were responsive and helpful
hosts are great people and very prompt with any requests
the hosts were gracious and very responsive
linda and her co-host were easily contacted and quick to respond
Location:
cool hiking trail in backyard 15 minute walk to the river
the neighborhood is quiet and picturesque
the location is great as a launching pad to newport and the cape and the islands
home is in a great location and the trail to the river is a must see
and the walk back toward the river was stunningly beautiful
Read more reviews

A special healing experience

Where else can you find a place free of busy streets and loud vehicles? Treat yourself to a life-changing vacation in Westport. Wake up to the sound and sight of nature. Drink your coffee in the morning while watching the sunrise and take a stroll to the river. Try out thrilling activities or just sit down and enjoy your surroundings. Let yourself relax and be fulfilled with what Westport has to offer.

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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Rae Marielle is a fiercely independent woman whose longest relationship is with food. She has a Bachelor's degree in Information Technology and a Master's degree in Communication Research....Read more

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