Holiday houses in Westport

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Top-rated holiday rentals in Westport

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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, 313 reviews

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!

Superhost
A spacious loft area is highlighted by angled skylights, providing natural light. A cozy queen-sized sleigh bed is situated against the wall, accompanied by a dresser. Two rocking chairs are placed on an area rug, creating a welcoming seating space. Cabinets line the opposite wall.
Loft in Little Compton
4.92 out of 5 average rating, 85 reviews

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.

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, 31 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.

Top Guest favourite
A classic 1890s farmhouse is portrayed, featuring white clapboard siding and dark red shutters. A stone wall borders the property, complemented by surrounding trees and shrubbery. The home's tall windows and chimney add to its traditional charm, with a glimpse of a nearby outbuilding visible in the background.
Home in Westport
4.95 out of 5 average rating, 110 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. A comfy pull-out sofa is an option for overnight guests.

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, 142 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
4.88 out of 5 average rating, 315 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.

Top Guest favourite
A cozy studio space features sloped ceilings and warm wooden flooring. A spacious bed is dressed in white linens, with accent pillows adding a touch of color. A small kitchenette is visible beside a comfortable chair and a blue rug, offering a relaxed atmosphere.
Guest suite in Dartmouth
4.94 out of 5 average rating, 106 reviews

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.

Guest favourite
Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.
Guesthouse in Dartmouth
4.89 out of 5 average rating, 163 reviews

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.

Top Guest favourite
The exterior of the cottage is shown, displaying weathered shingles and large windows. A deck area can be seen with a table and umbrella, overlooking a grassy yard. Surrounding greenery enhances the cottage's inviting presence within the coastal neighborhood.
Cottage in Westport
5 out of 5 average rating, 44 reviews

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.

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.
Apartment in Little Compton
4.96 out of 5 average rating, 344 reviews

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.

Guest favourite
A stone pathway leads up to the side of a house, bordered by green grass and plants. The two-story structure features a textured wooden exterior and multiple windows. Natural light illuminates the scene under a clear blue sky.
Home in Westport
4.84 out of 5 average rating, 117 reviews

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.

Top Guest favourite
A spacious garden area is shown, featuring a large tree providing shade alongside the main residence. Lush green grass extends throughout the yard, complemented by colorful flower beds. A stone border outlines the garden, enhancing the serene outdoor environment.
Apartment in Westport
4.94 out of 5 average rating, 290 reviews

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

When is the best time to visit Westport?

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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
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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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