
Holiday rentals in Westport
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Top-rated holiday rentals in Westport
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Cappy’s Cottage - West Branch
Enjoy the farmcoast in this historic quaint cottage. A spacious yard with a deck just a short walk from the Westport River. 1/2 mile from the winery that features live music all summer. Home would be most comfortable with 4 people or less. No central AC. There are a couple of window units if needed. This unit is can also be combined with the adjoining unit to rent the entire home—making it a three-bedroom setup, great for families or friends who want to stay together without feeling crowded.

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.

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!

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.

Beachfront Getaway!
This is a unique stay. Located 100 feet from the beach. Surrounded by a bird sanctuary, multiple beaches, bike paths, and restaurants. Provisions and other fun activities just an 8 minute drive away. Enjoy the summer at your secluded beach oasis and experience waking up to the sound of the waves outside your window. The cottage has all the modern comforts including AC and heat. We have plenty of water, but ask that you please conserve as much as possible for showers and dishwashing.

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.

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.

Sunset Serenity | Cozy Riverfront Studio Escape
Welcome to your perfect coastal getaway. This freshly renovated studio apartment blends modern comfort with coastal charm, offering a peaceful retreat with breathtaking sunset views of the Westport river. Wake up to the sounds of nature, enjoy your morning coffee on your patio as the river sparkles in the early light. This space is minutes away from beaches, scenic walking paths, local seafood restaurants, Buzzards Bay Brewery and Westport Vineyards.

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.

Home by the Sea free beach pass
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.
Popular amenities for Westport holiday rentals
Stay near Westport's top sights
Other great holiday rentals in Westport

Cottage on Watuppa Pond

Riverhouse

Sunny beach house with beautiful ocean views.

Elinor House in Westport, MA

FarmCoast FarmHouse: Close to Beach, Amazing Views

Historic colonial 4-bedroom home in coastal town

Sakonnet Bungalow by the Vineyard

Period Cottage Minutes To Ocean
When is the best time to visit Westport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £126 | £132 | £132 | £136 | £150 | £166 | £193 | £203 | £151 | £150 | £150 | £135 |
| 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 50 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 $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 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 20 homes with self check-in, over 40 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 £53 per night before taxes and fees

Verified guest reviews
Over 4,880 verified reviews to help you choose

Family-friendly holiday rentals
70 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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- Family-friendly rentals Westport
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