House holiday rentals in Westport

Bristol by the Bay, Waterfront Retreat, Sleeps 10!

New in 2025: updated bedrooms, refreshed kitchen, and a sunroom with panoramic water views! This spacious, waterfront home in scenic Bristol, RI has 5 large bedrooms, sleeps 10 comfortably, and can stretch to 12 with small children. Enjoy stunning views of sparkling Mt. Hope Bay from nearly every room. Relax on the deck or patio, or cozy up indoors. Located on a quiet coastal street near shops, dining, and harbor walks. Ideal for family trips, weekend escapes, or romantic getaways. 1 pet welcome

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.

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

Elinor House in Westport, MA

Have fun with the whole family or friends at this stylish place where beautiful farms meets the sea. This home is newly renovated and is is centrally located in South Westport, five miles from Horseneck Beach. You can spend your days basking in the sun, kayaking, riding bikes or visiting Buzzards Bay Brewery or Westport Vineyards Winery. Very close to farm stands for fresh produce and Wood's Ice Cream. All are welcome in the Elinor Home. Dogs are permitted on a case by case basis.

Artist studio in the woods

Take it easy at this unique and tranquil getaway. Be a little bohemian, stay in an artist’s studio for two adults, views of woods and stone walls.walk along a 300 stone wall past a 5000 gallon koi pond, and discover a stone sculpture in the woods. Wall of windows, private deck, queen size bed, kitchenette, full bath, dishwasher, Wi-Fi, cable tv, guest robes, iron and board, kuerig, all necessary utensils. Quite, tranquil, relax. Pool has surcharge $20 if weather is good during your stay.

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.

Brimstone Hill Farm, Little Compton, RI

Our home is close to the town center, beaches, restaurants, local farm stands and winery. You’ll love our place because of the two cozy bedrooms upstairs & large living room downstairs. There is no kitchen, but we have an outdoor grill and private terrace at your disposal. Our large, beautiful property is good for couples, solo adventurers, and families (with kids). We are flexible when it comes to check-in and offer the use of our in-ground pool as part of your package.

Salt box

Come and Relax! Newly renovated guest cottage in little Compton, Rhode Island on a quiet dead end street. Access to beach, close to town commons, farmers market and Sakonnet and Westport wineries among other special spots. Wonderful walking and biking area. Perfect for couples or a small family to get away. Special note...Memorial Day to Columbus Day house includes a beach pass to Briggs beach. More info will be shared as needed.

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.