
Holiday houses in Westport
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Quick stats about holiday rentals in Westport

Total holiday rentals
Explore 100 holiday rentals in Westport

Nightly prices starting at
Westport holiday rentals start at $175 NZD per night before taxes and fees

Verified guest reviews
Over 5,250 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Westport holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Beachfront and Gym across Westport rentals

4.9 Average rating
Westport stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated holiday rentals in Westport
Guests agree: these stays are highly rated for location, cleanliness and more.

Westport Point Cottage
Charming cottage at historic Westport Point. Located in the Farmcoast region, home to beautiful beaches, coastal walks, nature trails, boutiques & farm-to-table restaurants. Easy walk to historic fishing pier, stunning sunsets, & oyster bar. Short drive to beaches, waterfront restaurants, & neighborhood grocery & fish market. 1 bed/1 ½ bath is ideal for a couple/small family, offering open kitchen, comfortable bedroom w/ ensuite bath, backyard, deck with dining table, patio & front porch.
LocationValueComfort
4.98 out of 5 average rating, 42 reviews
Koselig Cabin on the Farm Coast of New England!
This cabin is full of comforts, convenience, and love. Just 4 miles from the ocean. 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!
FamilyLocationComfort
4.93 out of 5 average rating, 333 reviews
Great Mate, Little Compton (aka Sauna by the Sea)
1/2 mile from South Shore and Goosewing Beach. Unwind in this airy house with ample backyard and quick walk/ride to ocean. Fits 8, 4 bdrm, 2 bthrm + hot outdoor shower, sun room with French doors to deck, open layout, AC first floor, overhead fans, sun drenched lawn and expansive deck. Walk to Wishing Stone Farmstand and more. Perfect family summer getaway on protected street set off from traffic in heavenly farm / beach town of Little Compton. Clean, just-refreshed, well-appointed home.
ValueLocationBeach
4.91 out of 5 average rating, 112 reviews
Historic colonial 4-bedroom home in coastal town
You will feel right at home in this charming, spacious, historic, antique...yet modern home. Located in a village of colonial New Engand homes at the head of a scenic river in a coastal community, this home is just minutes from beaches, hiking, shopping, dining and several seaport cities with lots to offer. Relax on the brick patio covered by a grape arbor in the private backyard, which is nestled on a small lot that has off-street parking for three cars. Note: no smoking, no pets.
LocationValueCheck-in
5.0 out of 5 average rating, 49 reviews
The Swift's Nest
Visiting the Farm Coast? Why not stay on a Farm! The Swift's Nest is a guest house located on our working farm and garden. The studio apartment is private and accessed by a farm lane that will take you past our apiary, orchard and wildflower gardens. Located above our honey room, this generous studio enjoys exceptional views. Distant winter views of the Westport River are replaced by a bright pastoral of wildflowers, hayfields, and forests in the summer. Come enjoy and relax.
LocationFamilyCondition
5.0 out of 5 average rating, 34 reviews
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.
LocationFamilyWi-Fi
5.0 out of 5 average rating, 165 reviews
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.
LocationValueIndoor spaces
4.87 out of 5 average rating, 347 reviews
Land + Sea - a country coastal retreat
Land + Sea is an 1890s farmhouse in the Head of Westport neighborhood, just a few minutes walk to the East Branch of the Westport River. Spend the days kayaking nearby or at nearby beaches, then come back to rinse off in the outdoor shower. Close to Buzzard Bay Brewing, Westport Rivers Winery, farmstands, dairies, cycling loops, galleries/studios and conservation areas. Prepare local foods in the chef's kitchen or on the grill.
FamilyLocationAccuracy
4.94 out of 5 average rating, 121 reviews
Beautiful New England Beach Cottage
Our beautiful New England cottage near the ocean in Acoaxet has 4 Bedrooms and 2 Bathrooms, an outdoor shower, traditional porch, gas BBQ and big backyard. The cottage is close to the beaches in a beautiful location. It is quiet, relaxed and surrounded by wild birds... just a short drive away from amazing restaurants and the sights of South Massachusetts.
ValueLocationParking
4.93 out of 5 average rating, 97 reviews
15 Acres of Open Fields & 15 Minutes to the Beach
This is a ground level apartment. It sits in the walkout basement of the main residence. It has 7 east facing windows. Tons of light and faces the 15 acres of field. It was a dairy farm previously so the house is a converted cow barn. It is quiet and serine, far off the road. Enjoy walks in the fields or sit on the swing in the gardens.
LocationValueTV
4.94 out of 5 average rating, 301 reviews
Samuel Church Estate by Kristin & Sakonnet Farm
Built in 1814, the Samuel Church Estate blends historic charm with modern updates, including a new kitchen, bathrooms, and central air/heat. With multiple gathering spaces and four bedrooms, it’s perfect for multi-generational family vacations. Walk to Grey’s Daily Grind, and enjoy nearby beaches and vineyards. No pets allowed.
LocationFamilyWalkability
4.93 out of 5 average rating, 83 reviews
Quaint cottage near beach
**** 65./night is fall winter price*** *** 230./night Mat 30th spring summer price """ message direct will manually book Location, location, location.. One bedroom cottage recently renovated sleeps four, mere feet from a Nature reserve. Less than a quarter-mile from beautiful beach.
LocationGetting aroundView
4.96 out of 5 average rating, 67 reviewsPopular amenities for Westport holiday rentals
Other great holiday rentals in Westport

Cozy Artist's Cottage by the Sea
LocationFamilyIndoor spaces
5.0 out of 5 average rating, 33 reviews
Sakonnet Bungalow by the Vineyard
FamilyLocationBathroom
5.0 out of 5 average rating, 72 reviews
Coastal Cottage
LocationFamilySleep quality
4.96 out of 5 average rating, 49 reviews
Waterfront- 3 Bedroom Home on Westport Point
FamilyValueView
4.93 out of 5 average rating, 44 reviews
Elinor House in Westport, MA
LocationFamilyBackyard
4.96 out of 5 average rating, 45 reviews
Beachfront Getaway!
LocationFamilyAir conditioning
4.93 out of 5 average rating, 55 reviews
Little Miss Sunshine: cozy New England cottage
LocationFamilyBeach
5.0 out of 5 average rating, 51 reviews
Beauty, quiet, & ample space by South Shore Beach
LocationFamilyHospitality
4.94 out of 5 average rating, 34 reviewsWhen is the best time to visit Westport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $292 NZD | $306 NZD | $306 NZD | $347 NZD | $384 NZD | $419 NZD | $445 NZD | $470 NZD | $349 NZD | $346 NZD | $346 NZD | $311 NZD |
| Avg. temp | -1°C | 0°C | 4°C | 10°C | 15°C | 20°C | 24°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Frequently Asked Questions
What types of vacation rentals are available in Westport?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Westport. From over 60 house rentals to over 10 cottage rentals, we've got you covered.
Are there vacation rentals with a dedicated workspace in Westport?
Yes! Work meets play with ease at over 40 vacation rentals in Westport featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Westport?
Four-legged friends are welcome in Westport. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Westport?
Experience the best of Westport with our cottage rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Westport have self check-in?
Absolutely! We offer over 20 house rentals with self check-in in Westport. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Westport have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Westport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Westport?
Westport has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Westport?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with a bbq area, over 20 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Cape Cod
- Fenway Park
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Foxwoods Resort Casino
- Mayflower Beach
- Boston University
- Boston Convention and Exhibition Center
- East Matunuck State Beach
- West Dennis Beach
- Freedom Trail
- Craigville Beach
- Onset Beach
- New England Aquarium
- Bonnet Shores Beach
- Boston College
- Northeastern University
- Charlestown Beach
- East Sandwich Beach
- Duxbury Beach
- MIT Museum





