
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

Private room in Enfield
4.95 out of 5 average rating, 238 reviewsExquisite Bedroom near I-91 with high speed Wi-Fi
Top guest favourite

Home in Lake Pocotopaug
5 out of 5 average rating, 21 reviews"Sunset Shores" Lakeside Oasis
Top guest favourite

Private room in Guilford
4.96 out of 5 average rating, 102 reviewsNear Hiking and Swimming in Quiet North Guilford
Top guest favourite

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

Private room in Colchester
4.98 out of 5 average rating, 247 reviewsSecluded colonial in an idyllic country setting
Top guest favourite

Private room in Mansfield
5 out of 5 average rating, 122 reviewsWoods Room
Superhost

Private room in Frog Hollow
4.88 out of 5 average rating, 276 reviewsCharming & Cozy
Top guest favourite

Flat in Middletown
4.98 out of 5 average rating, 46 reviewsYour Sweet Spot in Middletown CT
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Philadelphia Holiday rentals
- Jersey Shore Holiday rentals
- Mount Pocono Holiday rentals
- Ocean City Holiday rentals
- Yale University
- Foxwoods Resort Casino
- Fairfield Beach
- Six Flags New England
- Ocean Beach Park
- Mystic Seaport Museum
- Walnut Public Beach
- Thunder Ridge Ski Area
- Shinnecock Hills Golf Club
- Groton Long Point Main Beach
- Cedar Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Woodmont Beach
- Sandy Beach
- Jennings Beach
- Wildemere Beach
- Seaside Beach
- Groton Long Point South Beach
- Kent Falls State Park
- Amagansett Beach
- South Jamesport Beach
- Harveys Beach