
Vacation rentals in Portland
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Top-rated vacation rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Portland vacation rentals
Other great vacation rentals in Portland
Top guest favourite

Home in Lake Pocotopaug
5 out of 5 average rating, 19 reviews"Sunset Shores" Lakeside Oasis

Home in Lake Pocotopaug
5 out of 5 average rating, 4 reviewsLakefront Retreat on Lake Pocotopaug
Guest favourite

Apartment in Middletown
4.8 out of 5 average rating, 5 reviewsThe Cozy Corner

Home in Lake Pocotopaug
5 out of 5 average rating, 4 reviewsLovely, peaceful lakefront home.
Top guest favourite

Private room in East Hartford
4.93 out of 5 average rating, 112 reviewsPVT. ROOM in Charming Home outside Dtwn Hartford.
Top guest favourite

Private room in Mansfield
5 out of 5 average rating, 119 reviewsWoods Room
Top guest favourite

Apartment in Middletown
4.98 out of 5 average rating, 44 reviewsYour Sweet Spot in Middletown CT

Apartment in Portland
4.6 out of 5 average rating, 5 reviewsLakefront Living
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- Yale University
- Fairfield Beach
- Foxwoods Resort Casino
- Six Flags New England
- Ocean Beach Park
- Mystic Seaport Museum
- Walnut Public Beach
- Thunder Ridge Ski Area
- Shinnecock Hills Golf Club
- TPC River Highlands
- Cedar Beach
- Brownstone Adventure Sports Park
- Groton Long Point Main Beach
- Silver Sands Beach
- Woodmont Beach
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Seaside Beach
- Groton Long Point South Beach
- Harveys Beach
- South Jamesport Beach
- Amagansett Beach
- Sherwood Island State Park