
Holiday houses in Westport
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Top-rated holiday rentals in Westport
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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!

The Nest at Willow Farm
It’s the best of both worlds. Work online with blazing fast internet. Rest and recharge in a serene farming community. Dogs are most welcome! Enjoy Little Compton’s famous golden afternoon light. Explore Lloyds Beach, the Town Commons, Adamsville Village, and the trails at Wilbur Woods. Walk your dog in the safety of the 10 acre tree farm behind my home. Little Compton is a unique place forgotten by time, and is home to the largest collection of historic fieldstone walls in New England.

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.

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. A comfy pull-out sofa is an option for overnight guests.

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.

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.

The Loft @ Beechwood. Private, comfy, coastal!
The Loft is a detached and private studio apartment with a private entrance, beautifully decorated with a coastal decor befitting nearby Padanaram Harbor & Village. The skylights and a 'really, really comfortable bed' will help you relax and enjoy all the area has to offer. Ideal for two guests, but able to accommodate a third, or two children, The Loft is a great home base to explore the local area or the Islands of Cuttyhunk, Martha's Vineyard & Nantucket.

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.

Little Miss Sunshine: cozy New England cottage
Little Miss Sunshine is a cozy and cheerful 600 square foot cottage located in South Westport. This classic New England cottage is located in a small coastal neighborhood and is within walking distance to the Bayside Restaurant, Westport's East Beach, and the beautiful walking trails of Allens Pond Wildlife Sanctuary. Our cottage is also within short driving distances of great Westport beaches, breweries, wineries, and restaurants.

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.

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.

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.
Popular amenities for Westport holiday rentals
Stay near Westport's top sights
Other great holiday rentals in Westport

Peaceful Sakonnet Getaway

Beachfront Getaway!

Waterfront Massachusetts Vacation Rental w/ Deck

Cottage By The Sea

New England Cottage Near Beaches UMass Dartmouth

Period Cottage Minutes To Ocean

Little Compton Beach Getaway

Beautiful New England Beach Cottage
When is the best time to visit Westport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $277 NZD | $296 NZD | $274 NZD | $312 NZD | $343 NZD | $380 NZD | $442 NZD | $466 NZD | $347 NZD | $352 NZD | $322 NZD | $305 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
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 house rentals in Westport?
Experience the best of Westport with our house rentals, starting at about $120 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 10 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 30 house rentals with a bbq area in Westport. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Westport?
Westport has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about holiday rentals in Westport

Total holiday rentals
Explore 90 holiday rentals in Westport

Nightly prices starting at
Westport holiday rentals start at $173 NZD per night before taxes and fees

Verified guest reviews
Over 4,910 verified reviews to help you choose

Family-friendly holiday rentals
60 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
90 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!
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- Rentals with a patio Westport
- Waterfront rentals Westport
- Beachfront rentals Westport
- Rentals with beach access Westport
- Pet-friendly rentals Westport
- Rentals with a washing machine and dryer Westport
- Rentals with a fire pit Westport
- House rentals Westport
- Rentals with a fireplace Westport
- Family-friendly rentals Westport
- Rentals with outdoor seating Westport
- Cape Cod
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Foxwoods Resort Casino
- Brown University
- Mayflower Beach
- West Dennis Beach
- Charlestown Beach
- East Sandwich Beach
- Craigville Beach
- Point Judith Country Club
- MIT Museum
- New England Aquarium
- Freedom Trail
- Duxbury Beach
- Easton Beach
- Museum of Fine Arts, Boston
- Blue Shutters Beach
- Quincy Market
- Onset Beach
- Prudential Center
- Oakland Beach




