Holiday Homes in Westport

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Westport holiday homes

1. Nice Private Space Short Walk To The Beach

Nice Private Space Short Walk To The Beach
Portsmouth
9.6 out of 10, Exceptional, (190 reviews)
"Perfect stay and location"
United States
Christine A.
The price is AU$238
includes taxes & fees
17 Nov - 18 Nov
Nice Private Space Short Walk To The Beach

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

Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA
Dartmouth
10.0 out of 10, Exceptional, (2 reviews)
"Great location. Near ButtonWood Park. Quiet neighborhood. Enjoyed my stay."
United States
richard m.
The price is AU$438
includes taxes & fees
8 Dec - 9 Dec
Cozy Autumn Escape Near Fall Foliage in Dartmouth, MA

3. STAY on the Water at Sails Up Sea Cottage

STAY on the Water at Sails Up Sea Cottage
Portsmouth
9.6 out of 10, Exceptional, (34 reviews)
"Nice property, quiet neighborhood, beautiful views."
United States
Nancy L.
The price is AU$1,059
includes taxes & fees
16 Nov - 17 Nov
STAY on the Water at Sails Up Sea Cottage

4. Beach house walking distance to Second Beach

Beach house walking distance to Second Beach
Easton's Point
10.0 out of 10, Exceptional, (38 reviews)
"Ideal property to enjoy all Middletown & Newport have to offer!"
United States
kelly k.
The price is AU$714
includes taxes & fees
2 Dec - 3 Dec
Beach house walking distance to Second Beach

5. Backyard Retreat / 5 Min > Beach & Main St

Backyard Retreat / 5 Min > Beach & Main St
Fairhaven
The price is AU$902
includes taxes & fees
17 Nov - 18 Nov
Backyard Retreat / 5 Min > Beach & Main St

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

Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!
Fairhaven
9.6 out of 10, Exceptional, (40 reviews)
"Beautiful and relaxing location."
United States
Lauren F.
The price is AU$693
includes taxes & fees
30 Nov - 1 Dec
Ocean view, FREE BEACH PASS. Short drive to multiple beaches and water park!

7. Family Getaway Bridal gathering Retreat 14

Family Getaway Bridal gathering Retreat 14
Portsmouth
9.8 out of 10, Exceptional, (8 reviews)
"Great property! Loved the outdoor grill—plenty of outdoor seating. Especially loved the fire pit!"
United States
Marlene W.
Family Getaway Bridal gathering Retreat 14

8. 9 Private Acres, Hot Tub & Fire Pit | Sleeps 10 | Pet-Friendly | RIBryan

9 Private Acres, Hot Tub & Fire Pit | Sleeps 10 | Pet-Friendly | RIBryan
Middletown
10.0 out of 10, Exceptional, (17 reviews)
"Best stay "
United States
Justin R.
The price is AU$1,005
includes taxes & fees
17 Nov - 18 Nov
9 Private Acres, Hot Tub & Fire Pit | Sleeps 10 | Pet-Friendly | RIBryan

9. 4br & 2ba Ranch style house w/ huge backyard!

4br & 2ba Ranch style house w/ huge backyard!
PORTSMOUTH
10.0 out of 10, Exceptional, (12 reviews)
"Fantastic spot - house was great for visiting with family. Basemen is a great spot for kids to escape. "
United States
Emo C.
The price is AU$915
includes taxes & fees
15 Nov - 16 Nov
4br & 2ba Ranch style house w/ huge backyard!

10. The Coral Rose Cottage

The Coral Rose Cottage
Middletown
10.0 out of 10, Exceptional, (10 reviews)
"The house is great we had a blast and the host are very nice."
United States
Maria G.
The price is AU$1,722
includes taxes & fees
17 Nov - 18 Nov
The Coral Rose Cottage

11. Spacious 3BR Home Near Downtown New Bedford

Spacious 3BR Home Near Downtown New Bedford
New Bedford
The price is AU$1,117
includes taxes & fees
17 Nov - 18 Nov
Spacious 3BR Home Near Downtown New Bedford

12. Luxury Waterfront Property 360 water views

Luxury Waterfront Property 360 water views
Portsmouth
9.8 out of 10, Exceptional, (10 reviews)
"The house was beautiful and had everything we needed."
United States
Linda T.
The price is AU$1,620
includes taxes & fees
17 Nov - 18 Nov
Luxury Waterfront Property 360 water views

13. Better Together Large home in Portsmouth

Better Together Large home in Portsmouth
Portsmouth
The price is AU$1,948
includes taxes & fees
16 Nov - 17 Nov
Better Together Large home in Portsmouth

14. Hot Tub, Fenced Yard & Fire Pit | Sleeps 8 | Pet-Friendly | RIBryan

Hot Tub, Fenced Yard & Fire Pit | Sleeps 8 | Pet-Friendly | RIBryan
Middletown
9.6 out of 10, Exceptional, (19 reviews)
"Great house and easy ride to everything in Newport!"
United States
Terry S.
The price is AU$1,038
includes taxes & fees
17 Nov - 18 Nov
Hot Tub, Fenced Yard & Fire Pit | Sleeps 8 | Pet-Friendly | RIBryan

15. The Newport Lofts – 543 Thames Street

The Newport Lofts – 543 Thames Street
4.0 star property
Downtown Newport
10.0 out of 10, Exceptional, (11 reviews)
"Perfect property in walking distance of everything. Will be seeking it out again when we return."
United States
Derek
The price is AU$783
includes taxes & fees
17 Nov - 18 Nov
The Newport Lofts – 543 Thames Street

16. Electric Summer

Electric Summer
Middletown
8.6 out of 10, Excellent, (4 reviews)
"Just as seen on VRBO"
United States
David P.
The price is AU$1,684
includes taxes & fees
16 Nov - 17 Nov
Electric Summer

17. Third Beach Road

Third Beach Road
Middletown
6.0 out of 10, (1 review)
"Renovated house, very cute. Kitchen was definitely a highlight as it was a good space for cooking and gathering together. Some amenities of house were not exactly as listed in description. Location of house was nice-close to beach and park with pickleball courts, easy access to Newport wharves and restaurants "
United States
Janet S.
The price is AU$2,251
includes taxes & fees
16 Nov - 17 Nov
Third Beach Road

18. Newly remodeled home-Stay close to beach w/easy access to Newport

Newly remodeled home-Stay close to beach w/easy access to Newport
Middletown
9.8 out of 10, Exceptional, (76 reviews)
"3rd time staying at this location. It’s perfect for our needs"
United States
Tom H.
The price is AU$911
includes taxes & fees
15 Nov - 16 Nov
Newly remodeled home-Stay close to beach w/easy access to Newport

19. Located close to wedding venues, university, shops and eateries and Newport.

Located close to wedding venues, university, shops and eateries and Newport.
Bristol
10.0 out of 10, Exceptional, (26 reviews)
"Perfect location to experience Bristol!"
United States
Patrick R.
The price is AU$1,036
includes taxes & fees
18 Nov - 19 Nov
Located close to wedding venues, university, shops and eateries and Newport.

20. Allston Greens

Allston Greens
Middletown
10.0 out of 10, Exceptional, (14 reviews)
"Nice rental. Good location"
United States
David P.
Allston Greens
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Westport

Stroll along Horseneck Beach's pristine shoreline where locals gather for sunset picnics and morning surf sessions. The historic village offers farm-to-table restaurants and working vineyards where you can sample wines while overlooking Atlantic waters.

A lush green landscape with a winding river and multiple ponds.