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Vacation Homes in Portland

Our top choices for Portland vacation homes

Blue Back Bungalow

2.0 star property
9.4 out of 10, Exceptional, (14)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is SAR 518
SAR 1,503 total
includes taxes & fees
8 Sep - 9 Sep
Blue Back Bungalow

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

9.8 out of 10, Exceptional, (29)
"The place was clean and great for a weekend getaway."
The price is SAR 552
SAR 1,182 total
includes taxes & fees
16 Sep - 17 Sep
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Cozy Guest Suite in Historic Home

Cozy Guest Suite in Historic Home

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is SAR 552
SAR 1,216 total
includes taxes & fees
8 Sep - 9 Sep
Private Apartment in Berlin

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

9.4 out of 10, Exceptional, (36)
"We had an awesome stay for Thanksgiving week!"
The price is SAR 484
SAR 1,093 total
includes taxes & fees
11 Sep - 12 Sep
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Modern & Cozy Cape | 4 Bedroom House | Central Location

10.0 out of 10, Exceptional, (5)
"We had a great stay in this house. It provided everything we needed for a comfortable and enjoyable visit. All the rooms were clean, tidy, and well-maintained, creating a welcoming environment. The host was exceptionally helpful and quick to respond to any questions or needs we had, which made our experience even better. We highly recommend this house for anyone looking for a hassle-free and pleasant stay."
The price is SAR 525
SAR 1,111 total
includes taxes & fees
29 Sep - 30 Sep
Modern & Cozy Cape | 4 Bedroom House | Central Location

#23 *COMFORT & LUXURY* 3 BR/2 BA House

9.8 out of 10, Exceptional, (8)
"Everything went as intended and the house was very clean and comfortable"
#23 *COMFORT & LUXURY* 3 BR/2 BA House

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (12)
"The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!"
The price is SAR 469
SAR 841 total
includes taxes & fees
22 Sep - 23 Sep
Family Stays: Middletown, CT

Newly Remodeled 1-BR Close to Everything yet Very Private

10.0 out of 10, Exceptional, (8)
"I was very pleased with the accomodations. I had everything I needed and it was comfortable and quiet. I was able to get my research done and enjoyed the peaceful setting, and it was convenient to the friends and family I visited during my stay. I will definitely stay here again. "
The price is SAR 431
SAR 1,089 total
includes taxes & fees
6 Oct - 7 Oct
Newly Remodeled 1-BR Close to Everything yet Very Private

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

10.0 out of 10, Exceptional, (2)
" Heck-on was smooth and the kitchen and facilities were great. "
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

Once the old Schools house now a newly furnished Apartment

9.0 out of 10, Wonderful, (12)
"Excellent option for a short stay near the heart of it all in Wallingford."
Once the old Schools house now a newly furnished Apartment

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

9.4 out of 10, Exceptional, (11)
"House was great & close to where we needed to be. "
The price is SAR 552
SAR 1,186 total
includes taxes & fees
7 Sep - 8 Sep
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

#24 *Serenity* A Lakefront Cottage Retreat

9.8 out of 10, Exceptional, (18)
"Quiet and peaceful cottage. Clean and well equipped with everything we needed. Great location to sight see and visit local attractions. Loved sitting relaxing by the lake."
#24 *Serenity* A Lakefront Cottage Retreat

Lake House Living

2.0 star property
8.0 out of 10, Very Good, (2)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
The price is SAR 450
SAR 1,418 total
includes taxes & fees
30 Sep - 1 Oct
Lake House Living

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

10.0 out of 10, Exceptional, (1)
"This was a great find so close to home when my family needed a place to stay for a week. The house was clean, inviting and the communication with the property manager was amazing! Very fast to respond!"
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

10.0 out of 10, Exceptional, (1)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
The price is SAR 1,062
SAR 1,806 total
includes taxes & fees
7 Sep - 8 Sep
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

#9 - *STUNNING*RENOVATED* *4BR HOUSE*

10.0 out of 10, Exceptional, (1)
"Great property"
#9 - *STUNNING*RENOVATED* *4BR HOUSE*

#28- *Modern Bungalow*

9.0 out of 10, Wonderful, (2)
"This stay was very comfortable and also not too fat from the Convention Center either "
#28- *Modern Bungalow*

#26 Beautifully Renovated 2 BR Home

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
The price is SAR 686
SAR 1,224 total
includes taxes & fees
26 Sep - 27 Sep
#26 Beautifully Renovated 2 BR Home

1-bedroom vacation home 22 minutes from Quinnipiac University

9.6 out of 10, Exceptional, (4)
"Very clean and the host was great "
1-bedroom vacation home 22 minutes from Quinnipiac University
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.
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Top Portland Hotel Reviews