Holiday houses in Westport

Place to stay in Westport

4.9 out of 5 average rating, 114 reviews

Coastal Retreat with Historical Charm

Planning a visit to Southern New England? The historic home is centrally located near Newport, Providence, Cape Cod and the ferry to Nantucket. Westport is a charming seaside community with a relaxed and peaceful atmosphere. You will enjoy private accommodation in a historic home designed for a luxurious stay. Surrounded by a kaleidoscope of art and design, treat yourself to a king-sized Posturepedic bed enveloped in pressed linen sheets, sumptuous bath, heated floors and walk in rain shower

4.95 out of 5 average rating, 294 reviews

Cabin in Westport

Koselig Cabin on the Farm Coast of New England!

This cabin is full of comforts, convenience, and love. Just miles from Horseneck Beach. It is located under a mile to Buzzards Bay Brewery and Westport Rivers Winery and a 5 minute walk to the quiet little neighborhoods private beach on the East Branch of the Westport River. Koselig embodies feelings of family, friends, warmth, love, coziness, contentment, and comfort. We have a custom area and house guide at the Cabin with everything you need to know to maximize your experience in the area!

4.78 out of 5 average rating, 243 reviews

Kayak in the Westport River!

Great place to stay when in town for graduations, weddings (very close to Bittersweet Farms and UMass) or just to escape and relax!! Enjoy yourself in my private, bright and cozy little house right on the river! Back deck with gas grill and great coffee, donuts and ice-cream across the street. Brand new kitchen too!! *Note, no excessive noise, parties or gatherings are allowed. Only those approved to stay in the house are permitted. Guests in violation will be asked to leave immediately.

4.9 out of 5 average rating, 105 reviews

Cottage in Westport

Kayaks and Glimpses of Westport Bay

Stay in a lovely and comfortable cottage with partial views of the bay. The water is just a short walk away past our neighbor with shared access to the water. Enjoy swimming, fishing, or relaxing on the float and soak up the sun. You can also explore the Horseneck Beach, wander the trails, taste the local farms and restaurants, and more. If you want to unwind at the cottage, watch shows on the 65" Samsung Smart TV, fast Wi-Fi, sit on the deck, and flip some burgers on the gas grill.

5 out of 5 average rating, 127 reviews

Tiny home in Westport

Restored blacksmith shop (cottage) on goat farm

Guest cottage on 300-yr old farmstead, now a working goat farm. Open floor plan with Queen bed, decorative FP, loveseat, ++ seating, bistro table/chairs, WiFi, Roku TV w/ prem. channels, a/c & heat, 3 cu. ft. frig, m'wave, coffee maker/tea kettle. NO KITCHEN facilities. Full bath (w/ shower) in attached ell. Bright & cheery, close to barn & goat pen. Shaded outdoor grass patio w/ teak furniture. Orchard (w/ fire pit), pastures, hay fields, stream, walking trails in woods.

4.88 out of 5 average rating, 286 reviews

Loft in Westport

Brithaven Farm

Brithaven Farm is on 28 acres of fields, woods meadows and gardens. We are just 2 miles from East Beach and the Allen's Pond Wildlife Sanctuary. We are completely private from the road and reached by a long laneway through woods which opens up to fields and meadows The rental has 2 decks, one with a large awning with dining table and chairs to lounge and take in the view. There is an open plan living, dining kitchen area with french doors leading to the deck.

4.89 out of 5 average rating, 136 reviews

Guesthouse in Dartmouth

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

4.95 out of 5 average rating, 152 reviews

Apartment in Tiverton

NEAT, somewhat funky STUDIO APARTMENT - WATERVIEW

Apartment has a queen bed, 2 chairs, dresser, small loveseat, TV (with Fire Stick for streaming); kitchenette with refrigerator, coffee maker, oven/broiler, microwave, blender, utensils, cookware; bathroom. There is a private entrance plus a slider out to the patio (yours during your visit), with our expansive gardens. You'll be left a small continental breakfast, coffee/tea, as well as some of our veggie harvest when available..

Apartment in Mattapoisett

4.98 out of 5 average rating, 104 reviews

Brand new! Whole apartment, huge tub, full kitchen

Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.

Apartment in Little Compton

4.96 out of 5 average rating, 321 reviews

Home by the Sea

Private entrance to the full 1st floor with an ocean view in quiet neighborhood. The apartment features a bedroom with full sized bed, private bathroom, private living room with dining area, gas fireplace, tv and couch. Washer/dryer, refrigerator, microwave, coffee maker, toaster and hot plate included are in the apartment. There also is an additional outdoor H/C shower, private patio and gas grill.

4.85 out of 5 average rating, 110 reviews

Beach Home – Family Friendly - Solar Powered

1.5 mile to beautiful Horseneck beach. On 2 acres of woods & lawn. Large deck for grilling, outdoor shower, fire pit & large swing set. Spacious & bright layout with cathedral ceilings and hardwood floors . Family friendly private neighborhood. ABSOLUTELY NO PARTIES. IF YOU ARE LOOKING FOR A PLACE TO PARTY, PLEASE GO SOMEWHERE ELSE. WE WILL ASK GUESTS TO LEAVE IF THIS POLICY IS NOT FOLLOWED.

Guest suite in Middletown

4.85 out of 5 average rating, 158 reviews

Downtown middletown private suite - 5min Newport

Private entrance to the suite will not share any space with anyone . Free 2 parking lot. Sun- filled private suite with sofa bed and queen bed, fireplace, refurbished bathroom and living room. No local channels, tv works with your phone connected and free Hulu , Disney + channels. cooking kitchen, has Towel and Pots like kitchenware . Will not disturb the company. Quiet and perfect for couples!

Holiday rentals for every style

Get the amount of space that is right for you

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Westport holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Westport

4.88 out of 5 average rating, 121 reviews

Home in Little Compton

John Dyer Loft by Kristin & Sakonnet Farm & Stays

MadeleineRating, 5 stars5 months ago

It was a great space. We rented the apartment for the Christmas holiday, for my daughter and her partner and Kristen was very accommodating. It is near to our home so it worked great. It was a homey place for them to spend the holiday.

4.96 out of 5 average rating, 28 reviews

Riverhouse

WendyRating, 5 stars5 months ago

This was the perfect place for three friends who write and workshop together online to gather in person. The main room of the house is filled with light and what I didn't realize from the listing is the beautiful view from the living/dining room down to the river. The kitchen is well supplied and every room was very clean and uncluttered. The three bedrooms on the first floor are all very nice, with good beds and pillows (one is slightly larger with a king-sized bed), so we were able to decide on our rooms painlessly and none of us had to settle for an inferior room. The large dining table was perfect for spreading out our work as well as for dining, and one of us enjoyed having the furnished basement as her private work space. When we had a problem with hearing a beeping noise, which we initially thought might be a smoke detector battery that needed replacing, Bob was very responsive and helpful in figuring out the cause of the beeping from a motion detector. We plan to come again.

4.9 out of 5 average rating, 10 reviews

Home in Mattapoisett

Buzzard Bay Getaway

AnnaRating, 5 stars8 months ago

While the weather did not cooperate (it rained the entire time) the cottage and views made up for the weather. From the table to the couch the views are wonderful. The cottage is very well stocked from towels and blankets to the kitchen. We did not need anything that wasn't supplied. The bathroom is small but functional. The shower might not work well for a larger person. The neighborhood is quiet and feels very safe and peaceful. We enjoyed our long weekend and would book this cottage again.

4.94 out of 5 average rating, 32 reviews

Home in Fairhaven

Lovely Day Oceanside

KathleenRating, 5 stars4 weeks ago

Tina's BnB is so peaceful and in a beautiful setting with a beach. The cottage is right on the bay - sunsets are stunning. The bed is very comfortable, which is unusual for most BnBs. It is in a quiet neighborhood, and I slept well each night! Everything was clean. Even though I ate out nightly, the kitchen had all that you need to prepare a dinner. There is also a shed with beach toys and chairs. Tina checked in a few times through the message app and offered assistance, but I had everything I needed. I loved my stay and will return in the future!

4.88 out of 5 average rating, 24 reviews

Home in Little Compton

Modern Little Compton Cottage

WarrenRating, 5 stars10 months ago

The place was great for us. We came as a family of 5 with our 3 boys' girlfriends. We all had such a nice time. The rooms were perfect. The backyard was a treat. Loved the firepit and the grill. We had such great family time. Thanks!

4.92 out of 5 average rating, 25 reviews

Holiday home in Westport

FarmCoast FarmHouse: Close to Beach, Amazing Views

MonikaRating, 5 stars5 months ago

Great views in peaceful location, close to Providence, beaches, walking trails, Nee Bedford! House was cosy, tastefully arranged, and fully workable.

4.96 out of 5 average rating, 73 reviews

Cottage in Dartmouth

Little Elm Cottage

JackRating, 5 stars1 week ago

The cottage was wonderful! Had a cool beachy vibe, but not gaudy or overdone. They did a real nice job on the renovation and the decor. Please was very clean. Nice touch on the beach chairs and towels. This cottage had everything you need and host was super helpful and responsive. Very close to Padanaram! Don’t hesitate to book.