Portland Holiday Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Our top choices for Portland holiday rentals
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott BonvoyEast Haddam
9.6 out of 10, Exceptional, (160 reviews)
"Great stay! "
Tanitra
The price is HK$1,325
HK$1,885 total
includes taxes & fees
1 Jul - 2 Jul
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - KayaksCoventry Lake
9.4 out of 10, Exceptional, (44 reviews)
"We had an awesome stay for Thanksgiving week!"
Jamie S.
The price is HK$1,035
HK$2,343 total
includes taxes & fees
1 Jul - 2 Jul
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - KayaksCoventry Lake
8.8 out of 10, Excellent, (51 reviews)
"Stayed for a wedding. Perfect stay!"
Christine M.
The price is HK$1,527
HK$2,956 total
includes taxes & fees
14 Jul - 15 Jul
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!
Manchester 1-Bedroom Oasis APT Near Downtown Main Street. Pet-Friendly!Manchester
10.0 out of 10, Exceptional, (4 reviews)
"The apartment was perfect for my husband and me. It was clean and had everything we needed. The owners were very responsive when I had a question."
Jenny T.
The price is HK$628
HK$2,591 total
includes taxes & fees
29 Jun - 30 Jun
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Lakefront - King - W&D - PetsOK - Kayaks - SUPsCoventry Lake
9.8 out of 10, Exceptional, (40 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
George J.
The price is HK$1,556
HK$3,013 total
includes taxes & fees
1 Jul - 2 Jul
The Blue Back Bungalow
The Blue Back BungalowWest Hartford
9.4 out of 10, Exceptional, (18 reviews)
"Great location and pleasant area to walk to area restaurants and shops. Prompt and friendly communication with host who was very accommodating to our needs. We enjoyed our stay."
Laurie R.
The price is HK$620
HK$2,446 total
includes taxes & fees
29 Jun - 30 Jun
Go Jump in the Lake!
Go Jump in the Lake!Lebanon
10.0 out of 10, Exceptional, (156 reviews)
"The stay was clean and neat, the host responded to messages quickly, very enjoyable to stay for the weekend!"
Manny D.
The price is HK$1,608
HK$3,043 total
includes taxes & fees
26 Jul - 27 Jul
Newly Remodeled with deck. Close to town center
Newly Remodeled with deck. Close to town centerWallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
Karen F.
The price is HK$925
HK$2,264 total
includes taxes & fees
28 Jul - 29 Jul
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style
Private holiday homes
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Portland Hotel Reviews
Ramada by Wyndham Hartford North / Bradley Airport
8/10 Good
Find out more about Portland
Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:
- View our selection of featured holiday rentals in Portland
- Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Portland while they last
Look no further and take a look at our great range of rental properties in Portland!
