Westport Holiday Homes from £128: Search Holiday Homes in Westport

A river with a stone wall on one side and a wooden house with a balcony on the other.

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Our top choices for Westport holiday homes

A modern kitchen with a large island, wooden beams, and a view of trees through the windows.

1. Cozy Riverfront Stay in Wareham

Wareham

Karleen L.

includes taxes & fees

24 Sept - 25 Sept

A porch with wooden steps, a chair, and a table with a candle.

2. The Newport Lofts - 611 Thames Street

Downtown Newport

Scott

includes taxes & fees

5 Oct - 6 Oct

A wooden dining table with a lace tablecloth, surrounded by wooden chairs. A potted plant is on the table.

3. Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

Dartmouth

richard m.

includes taxes & fees

25 Sept - 26 Sept

A house with a dark blue door, number 47, a small porch with a wooden floor, and a potted plant.

4. Nice Private Space Short Walk To The Beach

Portsmouth

James C.

includes taxes & fees

13 Sept - 14 Sept

A water park with a large central pool, multiple slides, and a variety of play structures.

5. Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

Fairhaven

Jainessa

includes taxes & fees

30 Sept - 1 Oct

A dining area with a wooden table, wicker chairs, and a patterned rug.

6. Spacious 3BR Home Near Downtown New Bedford

New Bedford

includes taxes & fees

22 Sept - 23 Sept

A room with a white bedside table, a lamp, a wicker basket, and a blue chair.

7. Ellery Bungalow #51- Island Calm Near Newport

Middletown

Stacey

includes taxes & fees

7 Sept - 8 Sept

A living room with a sofa, two wicker chairs, a TV on a stand, and a view through a window.

8. STAY on the Water at Sails Up Sea Cottage

Portsmouth

Nancy L.

includes taxes & fees

24 Sept - 25 Sept

A single-story house with a grey siding exterior, a front door with a blue doorbell, and a small front yard with a gravel pathway and various plants.

9. Ellery Beach Bungalow #45- A Refined Island Escape

Middletown

Dana N.

includes taxes & fees

7 Sept - 8 Sept

A patio area with wicker chairs, a small table, and a house with a shingled exterior.

10. Ellery Beach Bungalow #47- Relaxed Island Living

Middletown

Cristin C.

includes taxes & fees

7 Sept - 8 Sept

An outdoor deck with a fire pit, seating, and string lights.

11. Breathtaking Riverfront Hideaway in Wareham

Wareham

Karleen L.

includes taxes & fees

7 Sept - 8 Sept

A modern kitchen with dark cabinets, a central island, and a dining area with a wooden table and white chairs.

12. Beach house walking distance to Second Beach

Easton's Point

Kelley

includes taxes & fees

13 Sept - 14 Sept

A modern living room with a sofa, chairs, and a dining table. There is a large window with a view of the outdoors.

13. Luxury Waterfront Property 360 water views

Portsmouth

Janine B.

includes taxes & fees

30 Sept - 1 Oct

A room with a large window, two striped armchairs, a rattan chair, a wooden coffee table, and a patterned rug.

14. Family Getaway Bridal gathering Retreat 14

Portsmouth

Marlene W.

includes taxes & fees

9 Sept - 10 Sept

15. Little Creek Retreat Private hot tub & yard - RIBryan Properties

Middletown

Justin R.

includes taxes & fees

21 Sept - 22 Sept

A two-story house with a stone chimney, a red front door, and a porch with white railings.

16. Middletown Bungalow w/Hot Tub and Private Yard - RIBryan Properties

Middletown

Michelle N.

includes taxes & fees

9 Sept - 10 Sept

A waterfront dock with a sailboat, a restaurant with outdoor seating, and a building with a green sign.

17. Charming Newport Cottage Near the Beaches - Sleeps 6

Middletown

Maria

includes taxes & fees

13 Sept - 14 Sept

An outdoor patio with a dining table, chairs, string lights, and a grill.

18. The Coral Rose Cottage

Middletown

Maria G.

includes taxes & fees

22 Sept - 23 Sept

A spacious kitchen with a granite countertop, wooden cabinets, and a built-in dishwasher.

19. The Newport Lofts - 546 Thames Street

Downtown Newport

HaYoung

includes taxes & fees

4 Oct - 5 Oct

A room with a sliding glass door leading to a patio with a table and chairs, a sofa, and a small table with a vase of flowers.

20. Stepping Stone

Middletown

George

includes taxes & fees

7 Sept - 8 Sept

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Top Westport Hotel Reviews

The Carriage House Inn Newport

10/10 Excellent

"The Inn was lovely with a homey, quaint feel. The staff was very helpful, breakfast filling and the location was close to the local sites. My recommendation is to put umbrellas on the back deck to make sitting outside more enjoyable. Thanks for a great stay."