Holiday rentals in Westport

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Top-rated holiday rentals in Westport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A spacious wooden deck extends from the cottage, featuring a relaxed seating area with a woven chair and a table. A decorative fishing net hangs from the railing, while natural light illuminates the space. Trees and utility poles are visible in the background.
Home in Westport
4.87 out of 5 average rating, 23 reviews

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.

Top guest favourite
The exterior of the charming cottage features a classic shingle style, with a welcoming front porch adorned by potted plants. An American flag is displayed prominently, and lush greenery surrounds the home, enhancing its inviting presence against a clear blue sky.
Home in Westport
4.97 out of 5 average rating, 33 reviews

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.

Guest favourite
A serene view of the Westport River at dusk features soft pastel hues reflecting on the water. A wooden dock extends into the calm river, framed by gentle grasses in the foreground. The sky transitions from deep blue to warm oranges and yellows as the sun sets.
Cabin in Westport
4.94 out of 5 average rating, 326 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!

Guest favourite
Two colorful kayaks are positioned on a concrete dock, with the calm waters of the bay extending into the distance. The sky above is clear with some soft clouds, reflecting a tranquil outdoor setting.
Cottage in Westport
4.9 out of 5 average rating, 118 reviews

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.

Top guest favourite
The view captures a spacious outdoor area with a gravel surface, surrounded by lush greenery and coastal vegetation. In the background, the vast ocean is visible beneath a bright sky with scattered clouds. The private deck and fire pit area provide a welcoming space for outdoor gatherings.
Camper van/Motorhome in Westport
4.94 out of 5 average rating, 36 reviews

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.

Top guest favourite
A small guesthouse is set against a clear blue sky, surrounded by lush green grass and blooming wildflowers. Trees and vegetation add to the natural scenery, while the house features multiple windows that offer a glimpse of the interior.
Guest house in Westport
5 out of 5 average rating, 22 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.

Top guest favourite
An aerial view captures the peninsula surrounded by the river with watercraft docked along the shore. Rolling green lawns and scattered homes are visible, complemented by the expansive sky and flowing clouds. The water reflects a mix of blues and greens, enhancing the scenic landscape.
Home in Westport
4.92 out of 5 average rating, 37 reviews

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*

Top guest favourite
A quaint cottage is blanketed in snow, with a chimney rising from the sloped roof. Nearby, a bare tree stands, its branches weighed down by frost. The scene conveys a tranquil winter landscape, featuring soft white tones and a serene atmosphere.
Tiny home in Westport
5 out of 5 average rating, 155 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.

Guest favourite
A charming farmhouse is set against a backdrop of autumn foliage, featuring vibrant trees and a cloudy sky. A garden with various plants and flowers is visible in the foreground, adding natural texture to the scene.
Loft in Westport
4.87 out of 5 average rating, 327 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.

Guest favourite
Flat in Westport
5 out of 5 average rating, 7 reviews

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.

Top guest favourite
Home in Westport
4.94 out of 5 average rating, 116 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.

Top guest favourite
Aerial view showcases a peaceful coastal neighborhood, with homes set against a backdrop of the ocean. The green lawns and sandy shore create a harmonious landscape. Soft clouds drift above, and the water glistens under natural light, enhancing the serene coastal environment.
Flat in Little Compton
4.96 out of 5 average rating, 349 reviews

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

When is the best time to visit Westport?

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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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