Holiday homes in Portland
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Top-rated holiday homes in Portland
Guests agree: These condos are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Portland condo rentals
Weekly condo rentals
Condo in Portland
4.88 out of 5 average rating, 117 reviewsPortland 1 Bedroom Condo in the Arts District.
23 – 30 July
Condo in Old Orchard Beach
4.9 out of 5 average rating, 354 reviewsLuxury Beach Front Condo! Prime Location!
27 Nov – 4 Dec
Condo in York County
4.9 out of 5 average rating, 134 reviewsCozy studio-5 minute walk to Perkins Cove!
5 – 12 July
Condo in Portland
4.93 out of 5 average rating, 153 reviewsWalk to downtown ! Free Parking! Private Entrance!
14 – 21 Nov
Condo in Portland
5.0 out of 5 average rating, 78 reviewsModern loft - Downtown, Steps from all the action!
6 – 13 Oct
Condo in Portland
5.0 out of 5 average rating, 73 reviewsCharming, newly remodeled space atop Munjoy Hill.
12 – 19 Aug
Condo in Portland
4.96 out of 5 average rating, 78 reviewsHistoric West End Condo 10 Minute Walk to Old Port
23 – 30 Mar
Condo in Scarborough
4.97 out of 5 average rating, 33 reviewsComfy Beach Retreat - Pine Point
26 Mar – 2 Apr
Pet-friendly condo rentals
Condo in Edgecomb
4.91 out of 5 average rating, 156 reviewsA Spacious Vacation Cottage in Sheepscot Harbour
16 – 23 Dec
Condo in Brunswick
4.89 out of 5 average rating, 138 reviewsNew 2BR 2King beds Private Apt Downtown Brunswick
14 – 21 June
Condo in Portland
4.74 out of 5 average rating, 81 reviewsCozy, Modern & Bright 2 bed in the East End
7 – 14 Jan
Condo in Portland
4.98 out of 5 average rating, 40 reviewsCharming 2-Bedroom Back Cove Retreat
28 Jan – 4 Feb
Condo in Portland
5.0 out of 5 average rating, 15 reviewsWalk To All! King Bed, Free Parking, Modern Condo
25 Aug – 1 Sept
Condo in Kennebunk
4.97 out of 5 average rating, 35 reviewsNewly Remodeled Coastal Getaway
23 – 30 May
Condo in Portland
5.0 out of 5 average rating, 18 reviewsRomantic apt:West End +parking
8 – 15 July
Condo in Bath
4.84 out of 5 average rating, 98 reviewsBowdoin, Lighthouses, Downtown, Beach, Sleeps 6
28 May – 4 June
Condo rentals with a pool
Condo in Conway
4.92 out of 5 average rating, 105 reviewsCozy Family Retreat with Saco River Access
3 – 10 Sept
Condo in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
30 Mar – 6 Apr
Condo in Wells
4.89 out of 5 average rating, 19 reviewsSmall 1
5 – 12 Feb
Condo in Wells
4.86 out of 5 average rating, 28 reviewsDrake's Island Beach Area Studio
12 – 19 Sept
Condo in Conway
4.96 out of 5 average rating, 92 reviewsCozy, clean, 2nd floor condo in Conway, NH!
14 – 21 Sept
Condo in Ogunquit
5.0 out of 5 average rating, 24 reviewsLovely Studio, Pool, Walk to Everything, .5-town!
28 Jan – 4 Feb
Condo in Wells
4.95 out of 5 average rating, 81 reviewsNewly Renovated Coastal Condo Steps To Wells Beach
3 – 10 Jan
Condo in Wells
4.89 out of 5 average rating, 70 reviewsStarfish Condo Wells Beach
26 Nov – 3 Dec
Quick stats about condo rentals in Portland
Total rentals
120 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
8.8K reviews
Nightly prices starting at
$76 AUD before taxes and fees
Destinations to explore
- Cambridge Accommodation & holiday rentals
- Salem Holiday rentals
- Chebacco Lake Accommodation & holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Accommodation & holiday rentals
- Jersey City Holiday rentals
- New York Accommodation & holiday rentals
- The Hamptons Holiday rentals
- Boston Accommodation & holiday rentals
- Montreal Accommodation & holiday rentals
- Québec City Accommodation & holiday rentals
- Québec Accommodation & holiday rentals
- Condo rentals Boston
- Rentals with pools Portland
- Rentals with outdoor seating Portland
- House rentals Portland
- Rentals with breakfast Portland
- Rentals with a washing machine and dryer Portland
- Family-friendly rentals Portland
- Monthly Rentals Portland
- Rentals with a patio Portland
- Private suite rentals Portland
- Rentals with a fire pit Portland
- Fitness-friendly rentals Portland
- Pet-friendly rentals Portland
- Townhouse rentals Portland
- Rentals with an EV charger Portland
- Rentals with a fireplace Portland
- Waterfront rentals Portland
- Beachfront rentals Portland
- Cottage rentals Portland
- Kid-friendly rentals Portland
- Rentals with beach access Portland
- Apartment rentals Portland
- Hotel rentals Portland
- Rentals with a hot tub Portland
- Cabin rentals Portland
- Condo rentals Maine
- Condo rentals New Hampshire
- Condo rentals Downtown
- Condo rentals Cumberland County
- Yurt Rentals United States
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- Houseboats United States
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- Luxury Cabins United Kingdom
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- Holiday Chalets United Kingdom
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- Mansion Rentals United States
- Villa Rentals United Kingdom
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- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
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- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
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- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
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- Luxury Dog-Friendly Cottages United Kingdom