Vacation rentals in Portland
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Top-rated vacation rentals in Portland
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Portland vacation rentals
Other great vacation rentals in Portland
Guest favorite
Guest suite in Wallingford
5.0 out of 5 average rating, 498 reviewsWintergreen Gardens Suite @ William Becroft House
Feb 9 – 16
R1,673 ZAR per night
Guest favorite
Cottage in Colchester
4.97 out of 5 average rating, 128 reviewsLakefront peaceful getaway cottage
Mar 26 – Apr 2
R4,248 ZAR per night
Guest favorite
Guesthouse in Portland
5.0 out of 5 average rating, 64 reviewsGuesthouse Farm Stay
Oct 25 – Nov 1
R2,866 ZAR per night
Guest favorite
Farm stay in Glastonbury
5.0 out of 5 average rating, 53 reviewsHistoric Farmhouse by the River (Duplex)
Jan 1 – 8
R2,438 ZAR per night
Guest favorite
Guest suite in Portland
4.92 out of 5 average rating, 12 reviewsCozy waterview in-law apartment
May 16 – 23
R2,731 ZAR per night
Guest favorite
Home in Haddam
5.0 out of 5 average rating, 73 reviewsCozy Comforts!
Jan 4 – 11
R2,041 ZAR per night
Guest favorite
Apartment in Meriden
4.93 out of 5 average rating, 46 reviewsMeriden Metro| Cozy Studio|Pool and Gym
Apr 24 – May 1
R1,664 ZAR per night
Guest favorite
Home in Middletown
5.0 out of 5 average rating, 11 reviewsHome with Fiber Optic Internet
Oct 8 – 15
R2,769 ZAR per night
Quick stats about vacation rentals in Portland
Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Total number of reviews
1.2K reviews
Nightly prices starting at
R958 ZAR before taxes and fees
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