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Compare 217 Vacation Homes in Portland with updated reviews, rates, and availability.

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (12)
"The stay was amazing and the host was very responsive, understanding and helpful!"
The price is AED 459
AED 1,409 total
includes taxes & fees
5 Jun - 6 Jun
Blue Back Bungalow

Cozy dog friendly updated house in quiet village adjacent to park

10.0 out of 10, Exceptional, (29)
"Stayed for two weeks and really enjoyed the experience. Anthony is a fantastic host with great communication. "
Cozy dog friendly updated house in quiet village adjacent to park

New!Quaint & Convenient Hideaway: Great Location

9.8 out of 10, Exceptional, (10)
"Very comfortable house for our stay to visit with family. It was conveniently located near highway and Glastonbury shopping. Owner was extremely communicative and helpful."
New!Quaint & Convenient Hideaway: Great Location

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (12)
"Enjoyable stay, nice property and great views. The home is aged, but the location is amazing! We had a nice weekend excursion to enjoy New England in October. "
Grammy's Lake House w/ Private Waterfront Access

Mountaintop Horse Farm with Heated Pool

10.0 out of 10, Exceptional, (25)
"This was a much needed haven! Frank was very helpful and hospitable. All of the animals were a definite plus! "
Mountaintop Horse Farm with Heated Pool

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (17)
"This is such a great property, I spent a whole month with three separate stays adjacent due to travel planning and the host was wonderful. The house is really beautiful and in a great neighborhood and it’s very comfortable and super clean. This will be a regular for me in the Hartford area. I’m looking forward to seeing what the beautiful landscaping is like in the spring and summer too."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

10.0 out of 10, Exceptional, (14)
"My friends and I have stayed twice now at this house and have had the best time both times! It has everything we could need in the house and we can’t wait to be back again!"
The price is AED 2,204
AED 3,133 total
includes taxes & fees
22 Jun - 23 Jun
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Charming Windsor Home w/ Private Backyard!

9.2 out of 10, Wonderful, (5)
"The propert is exactly as advertised. Convenient and centralized location."
Charming Windsor Home w/ Private Backyard!

The Lake House

10.0 out of 10, Exceptional, (11)
"Wonderful place to camp for a large family, particularly in summertime. Great view of the lake and the best sunsets. "
The Lake House

Historic Essex Home w/ Large Yard Near Downtown!

10.0 out of 10, Exceptional, (48)
"Everything was great! Perfect writing retreat"
Historic Essex Home w/ Large Yard Near Downtown!

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

9.8 out of 10, Exceptional, (22)
"This property had easy access to the lake and had nice character. it was a quick overnight and wished we had more time to enjoy it. Kitchen pots and pans and bath towels could be updated. Bathroom door needs attention as its hard to close."
The price is AED 599
AED 1,232 total
includes taxes & fees
4 Jun - 5 Jun
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

NEW-Another Fun Downtown Location 1st floor

2.0 star property
9.8 out of 10, Exceptional, (17)
"This was our second stay at this VRBO and hope to stay again on return trips to the area."
NEW-Another Fun Downtown Location 1st floor

Lovely Family sized 3 bedroom Colonial home, close to restaurant.

8.6 out of 10, Excellent, (11)
"Nice house..Good area.."
Lovely Family sized 3 bedroom Colonial home, close to restaurant.

A “Wow” Experience everywhere there is something to stimulate your mind Interest

9.6 out of 10, Exceptional, (4)
"Great property and a great location. The host was more than welcoming and very easy to communicate to. This was our second visit to this location and we plan to stay again if availability allows. "
A “Wow” Experience everywhere there is something to stimulate your mind Interest

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (8)
"Our experience with this facility, from online service to exiting the residence, was the most pleasurable experience, for staying in accommodations when traveling!!The owner was a complete gentleman and it was absolutely wonderful experience to meet and talk with him."
The price is AED 643
AED 1,064 total
includes taxes & fees
1 Jun - 2 Jun
Family Stays: Middletown, CT

Cozy newly remodeled home close to major amenities in Connecticut a

8.4 out of 10, Very Good, (17)
"I stayed for about two days and nights and had a great experience. The house was clean, everything we needed was easy to find, the only thing was that the shower was a little clogged. Overall, it was a great experience!!"
Cozy newly remodeled home close to major amenities in Connecticut a

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

#26 Beautifully Renovated 2 BR Home

The price is AED 536
AED 998 total
includes taxes & fees
17 Jun - 18 Jun
#26 Beautifully Renovated 2 BR Home

🌅A Lakefront Sunrise retreat for Couples or Families🌅

10.0 out of 10, Exceptional, (29)
"Wonderful floor plan both inside outside to allow for our family gatherings. We had a great time!"
🌅A Lakefront Sunrise retreat for Couples or Families🌅

Storybook Cottage

10.0 out of 10, Exceptional, (1)
"Very charming property, accurate description per listing. Very clean and overall a great stay."
Storybook Cottage
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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