House holiday rentals in Portland
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Top-rated house rentals in Portland
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for house rentals in Portland
House rentals with a pool
Home in Scarborough
4.98 out of 5 average rating, 229 reviewsSwim spa under the starry night pool/hot tub/sauna
11–18 Oct
Home in Kittery
4.92 out of 5 average rating, 100 reviewsQuiet Home with heated inground pool, waterfront
5–12 Jun
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
16–23 Mar
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
27 Sep – 4 Oct
Home in Conway
4.91 out of 5 average rating, 199 reviewsThe Sugar Shack - A sweet spot in the Village
2–7 Jun
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
19–26 Dec
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
29 Sep – 6 Oct
Home in Old Orchard Beach
5.0 out of 5 average rating, 55 reviewsOOB Oasis - 5BR private Retreat w/ Pool
19–26 Jan
Weekly house rentals
Home in Portland
4.96 out of 5 average rating, 128 reviewsQuiet Comfy Victorian Escape
7–14 Nov
Home in Saco
5.0 out of 5 average rating, 124 reviewsOceanfront w/ Stunning views and Private Deck☀️🏖
11–18 Apr
Home in Brunswick
4.93 out of 5 average rating, 212 reviewsA cozy, cute and comfortable house.
29 Sep – 6 Oct
Home in Portland
4.88 out of 5 average rating, 247 reviewsPerfectly Portland
5–12 May
Home in Westbrook
4.88 out of 5 average rating, 444 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
20–27 Nov
Home in Cumberland
4.95 out of 5 average rating, 279 reviewsRustic charm close to Portland
15–22 Feb
Home in Intervale
4.95 out of 5 average rating, 317 reviewsIntervale House
16–23 Oct
Home in Arundel
5.0 out of 5 average rating, 115 reviewsNewBuilt/HotTub/Great Location-4 min Kennebunkport
27 Jan – 3 Feb
Private house rentals
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
23–30 Nov
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
31 Aug – 7 Sep
Home in Edgecomb
4.99 out of 5 average rating, 120 reviewsCozy Lodge Meets Mid Century Hideaway
2–9 May
Home in Wayne
4.93 out of 5 average rating, 195 reviewsPeaceful Getaway at The Ledges
27 Oct – 3 Nov
Home in Portland
4.89 out of 5 average rating, 280 reviewsHouse Your Group - 5 Minutes to Everything!
29 Oct – 5 Nov
Home in Portland
4.91 out of 5 average rating, 130 reviewsGreat Modern Space and House
19–26 Dec
Home in Bath
4.89 out of 5 average rating, 280 reviewsGorgeous Spring Studio Getaway on the Kennebec
25 Jul – 1 Aug
Home in Georgetown
4.94 out of 5 average rating, 142 reviewsPeaceful and Charming Cottage in the woods
3–10 Oct
Quick stats about house rentals in Portland
Total rentals
360 properties
Rentals with dedicated workspaces
170 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
260 properties are a good fit for families
Total number of reviews
23K reviews
Destinations to explore
- Cambridge Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
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