
Vacation rentals in Westport
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Quick stats about vacation rentals in Westport

Total vacation rentals
Explore 100 vacation rentals in Westport

Nightly prices starting at
Westport vacation rentals start at $141 CAD per night before taxes and fees

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

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

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
100 of Westport vacation 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!
Top-rated vacation rentals in Westport
Guests agree: these stays are highly rated for location, cleanliness, and more.

Cozy Artist's Cottage by the Sea
A short walk from the Allen's Pond trail, Westport Town Beach, and the Bayside Restaurant, this two-bedroom cottage is a perfect location for a getaway. A newly updated kitchen and interior provide a relaxing place to rest between adventures. There are two bedrooms: one with a queen-sized bed and another with a bunk bed (twin over a full with a twin trundle) that can sleep 4 people. The backyard abuts farmland and has a firepit, outdoor shower, and observation deck on the roof for ocean views.

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.

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.

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.

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.

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.

Mermaid Cottage
Relaxing cottage guesthouse near East Branch of the Westport River & Horseneck Beach. Explore winery, brewery, many nature trails, superb biking. Close to Central Village galleries, shopping, Bayside restaurants and Seafood Market at the Town Wharf. Partner's Village Store recommended stop over. Includes High speed Internet, WiFi, Channels Local and LG TV, AC.
Popular amenities for Westport vacation rentals
Stay near Westport's top sights
Other great vacation rentals in Westport

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Period Cottage Minutes To Ocean

Westport, MA 2BR minutes to Beach, Winery n more
When is the best time to visit Westport?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $236 CAD | $247 CAD | $247 CAD | $254 CAD | $280 CAD | $309 CAD | $360 CAD | $380 CAD | $283 CAD | $280 CAD | $280 CAD | $251 CAD |
| 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 10 cottage rentals to over 60 house 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.
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- Beachfront rentals Westport
- Rentals with a washer and dryer Westport
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- House rentals Westport
- Rentals with a firepit Westport
- Rentals with a patio Westport
- Waterfront rentals Westport
- Rentals with beach access Westport
- Rentals with outdoor seating Westport
- Family-friendly rentals Westport
- Cape Cod
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