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 Portland house rentals
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
31 Jan – 7 Feb
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!
17–24 Mar
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
31 May – 7 Jun
Home in Conway
4.92 out of 5 average rating, 200 reviewsThe Sugar Shack - A sweet spot in the Village
13–18 May
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
7–14 Feb
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
29 Sep – 6 Oct
Home in Wells
4.97 out of 5 average rating, 65 reviewsModern, convenient, marsh side cottage
30 Aug – 6 Sep
Weekly house rentals
Home in Auburn
4.99 out of 5 average rating, 123 reviewsCozy getaway near Bates & the best spots in Maine
14–21 Dec
Home in Westbrook
4.88 out of 5 average rating, 444 reviewsReno Barn w/ a lot of Charm! Breweries & Airport
12–19 Feb
Home in Portland
4.88 out of 5 average rating, 247 reviewsPerfectly Portland
5–12 May
Home in Brunswick
4.93 out of 5 average rating, 212 reviewsA cozy, cute and comfortable house.
2–9 Oct
Home in Cumberland
4.95 out of 5 average rating, 279 reviewsRustic charm close to Portland
5–12 Mar
Home in Intervale
4.95 out of 5 average rating, 317 reviewsIntervale House
9–16 Sep
Home in Arundel
5.0 out of 5 average rating, 115 reviewsNewBuilt/HotTub/Great Location-4 min Kennebunkport
21–28 Dec
Home in Yarmouth
4.92 out of 5 average rating, 485 reviewsBeautiful Coastal Maine Getaway
10–17 Nov
Private house rentals
Home in Paris
4.94 out of 5 average rating, 129 reviewsJust a get away!!
26 Sep – 3 Oct
Home in Oxford
5.0 out of 5 average rating, 180 reviewsThe Modern Lakehouse
31 Aug – 7 Sep
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
1–8 Sep
Home in Edgecomb
4.99 out of 5 average rating, 120 reviewsCozy Lodge Meets Mid Century Hideaway
2–9 May
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
4–11 Oct
Home in South Portland
5.0 out of 5 average rating, 45 reviewsThe Knightcap
7–14 Jan
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
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