
Holiday rentals 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.

Waterfront- 3 Bedroom Home on Westport Point
WESTPORT POINT WATERFRONT - 3 bedroom, 2 bath colonial with modern updates. Updated kitchen and newer appliances (gas stove). Views of east & west branch of river. Floor plan allows for separation of activities; 3 bedrooms upstairs; living room in front of house with "great room" in the rear of the house. Contact us for availability & further details. There is dock space available at $4/ foot per night (just discuss with us in advance, so we can plan ahead. *No Pets Allowed*

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.

Winter Lakefront Retreat-Cozy Fireplace-Sleeps12
Escape to our cozy 4-bed waterfront retreat, perfect for winter getaways. Warm up by the indoor fireplace, enjoy our hot-chocolate bar, or mix a cocktail at the living-room bar. Luxury linens and plush throws make every room inviting. Relax in the 3-season porches with snowy lake views, or gather around the outdoor fire pit for s’mores as the sun sets. A peaceful winter haven for families and friends.

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

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Cottage By The Sea

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Sakonnet Bungalow by the Vineyard

Little Compton Beach Getaway

Secluded Midcentury Gem – Art, Sauna & Nature

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 | £120 | £128 | £118 | £135 | £148 | £164 | £191 | £201 | £150 | £152 | £139 | £132 |
| 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 apartment rentals in Westport?
Experience the best of Westport with our apartment rentals, starting at about $100 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 £75 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
90 of Westport holiday rentals include wifi 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 washing machine and dryer Westport
- Beachfront rentals Westport
- Rentals with a patio Westport
- Rentals with a fireplace Westport
- Rentals with a firepit Westport
- Rentals with beach access Westport
- House rentals Westport
- Pet-friendly rentals Westport
- Waterfront rentals 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
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- Oakland Beach




