Vacation rentals with a pool in Portland
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Portland
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Portland rentals with a pool
House rentals with a pool
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
Mar 17 – 24
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
May 31 – Jun 7
Home in Conway
4.91 out of 5 average rating, 199 reviewsThe Sugar Shack - A sweet spot in the Village
May 13 – 18
Home in Portland
4.94 out of 5 average rating, 70 reviews"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Feb 7 – 14
Home in Wells
4.9 out of 5 average rating, 10 reviewsCottage in Wells Maine
Sep 29 – Oct 6
Home in Wells
4.97 out of 5 average rating, 65 reviewsModern, convenient, marsh side cottage
Aug 30 – Sep 6
Home in Portland
4.82 out of 5 average rating, 98 reviewsThere's No Place Like Home
Dec 5 – 12
Home in Wells
5.0 out of 5 average rating, 25 reviews2BR, Sea & Relax w/ Wells Reserve View
Oct 6 – 13
Condo rentals with a pool
Condo in Conway
4.92 out of 5 average rating, 105 reviewsCozy Family Retreat with Saco River Access
May 3 – 10
Condo in Bartlett
4.98 out of 5 average rating, 113 reviewsSki season is booking now! Perfect for 2 families!
Feb 14 – 21
Condo in Conway
4.99 out of 5 average rating, 154 reviews3BR, 2BA condo in No. Conway, Close to everything!
Mar 16 – 23
Condo in Intervale
5.0 out of 5 average rating, 50 reviewsCozy stays with Breathtaking views!
Dec 15 – 22
Condo in Wells
4.86 out of 5 average rating, 28 reviewsDrake's Island Beach Area Studio
Sep 12 – 19
Condo in Ogunquit
4.96 out of 5 average rating, 25 reviewsLovely Studio, Walk Everywhere, .5 mi-town, Pool!
Jul 24 – 31
Condo in Wells
4.95 out of 5 average rating, 81 reviewsNewly Renovated Coastal Condo Steps To Wells Beach
Jun 17 – 24
Condo in Intervale
4.9 out of 5 average rating, 42 reviewsMountain Condo minutes from North Conway
May 6 – 13
Quick stats about vacation rentals with a pool in Portland
Total rentals
70 properties
Wifi availability
70 properties include access to wifi
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.7K reviews
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