
Holiday rentals in Portland
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Top-rated holiday rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Portland holiday rentals
Other great holiday 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

Flat 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

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

Flat in Portland
4.6 out of 5 average rating, 5 reviewsLakefront Living
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
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- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- 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