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Compare 167 Vacation Homes in Portland with updated reviews, rates, and availability.

The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Firepit overlooking the lake.
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
10.0 out of 10, Exceptional, (42)
"Great location on a lake not far from UConn . Fabulous host . Lovely house with real character "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Historic Essex Home w/ Large Yard Near Downtown!
Essex Vacation Rental | 2BR | 1.5BA | Steps Required | 1,400 Sq Ft
Historic Essex Home w/ Large Yard Near Downtown!
9.8 out of 10, Exceptional, (39)
"All bedrooms up were difficult with luggage. Fully equipped for an extended stay would be convenient. Very close to marina and shopping."
Historic Essex Home w/ Large Yard Near Downtown!
Trout Brook Trail 2 · Sprawling Classic New England Home
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, (15)
"We had a great time in the home. My family of 5 stayed to explore the area. We were central to everything. There was a slight delay entering the property that was resolved very quickly and with no issue. Mark was very responsive. The home itself was very acclectic and fun. We felt very comfortable there. It was also stocked with many thoughtful items such as bottled water, ear plugs, books, etc. to help make our stay comfortable. It was a short walk to several blocks of amenities in West...
Trout Brook Trail 2 · Sprawling Classic New England Home
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Living area
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
9.4 out of 10, Exceptional, (6)
"We were pleasantly surprised with our stay as this was our first time using Vrbo for vacation. The house was very clean, plenty of towels and comfortable beds. We were 3 couples and ate most of our meals in the house. We brought most of our meals prepared from home and just heated them up. We would stay there again and our host answered all our questions promptly."
The price is SAR 544
SAR 1,185 total
includes taxes & fees
30 Sep - 1 Oct
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
15mins to Hartford, Home in Manchester w/ King Bed
Exterior
15mins to Hartford, Home in Manchester w/ King Bed
2.0 star property
The price is SAR 588
SAR 1,243 total
includes taxes & fees
29 Sep - 30 Sep
15mins to Hartford, Home in Manchester w/ King Bed
NEW-Another Fun Downtown Location 1st floor
Property grounds
NEW-Another Fun Downtown Location 1st floor
2.0 star property
10.0 out of 10, Exceptional, (2)
"I was fairly new to VRBO, host helped alot with some things I missed (thanks!), and I am sure that was a hassle for him. He was very responsive, I met him and he is very invested in doing well. The house is nice, roomy, wifi had no issues, window AC in every room, surprisingly quiet (AC was on), ample parking. Bathroom is small. Great coffee shops etc. short walk across the street."
NEW-Another Fun Downtown Location 1st floor
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.8 out of 10, Exceptional, (6)
"We were staying in CT for my granddaughters Nationals SB tournament The location was great, it was Close to everything we needed We would def. Stay again due to the easy check in, all the extra amenities Lynn supplies along with her quick responses to our communication with her. If we had to make a suggestion, it would be a to add more air conditioners as the summertime can get quite hot We enjoyed our stay"
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Cozy newly remodeled home close to major amenities in Connecticut a
Living room
Cozy newly remodeled home close to major amenities in Connecticut a
8.2 out of 10, Very Good, (15)
"We came to ct from South Carolina for my nieces wedding. E didn’t know what to expect. When we got there we were pleasantly surprised. The house was clean had a little fenced in patio. Check in was easy. Had easy access to the highway. The only thing I wish was that it had a first floor bathroom. But the house was perfect. Thank you. "
Cozy newly remodeled home close to major amenities in Connecticut a
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Helicopter landing pad
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, (112)
"Property was as described, perfect stay, beautiful home and perfect view. Had everything you could ever want and owner was very accommodating to our dogs."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Exterior
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, (5)
"To say that the property was in pristine condition and impeccably designed and decorated would be understatements. Everything was perfect and if we could have stayed in this luxurious home longer, we would have. The property was a perfect launching point for our visit to Powder Ridge for mountain biking and to visit other nearby sites in the beautiful area. The host responded to inquiries without delay and was a pleasure to interact with. We highly recommend without hesitation!"
The price is SAR 2,252
SAR 3,201 total
includes taxes & fees
23 Sep - 24 Sep
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Island Vibes Home
Interior
Island Vibes Home
10.0 out of 10, Exceptional, (5)
"We were just there for two nights and didn't get to spend time in, but it was what we needed and in a perfect location. It was clean and comfortable, just what we wanted."
Island Vibes Home
Grammy's Lake House w/ Private Waterfront Access
Charming Exterior with Front Yard, Back Deck, and Inviting Front Porch
Grammy's Lake House w/ Private Waterfront Access
10.0 out of 10, Exceptional, (6)
"Had a very good time We enjoyed the front porch"
Grammy's Lake House w/ Private Waterfront Access
#29 - Modern 5 Bedroom/2 Bath
#29 - Modern 5 Bedroom/2 Bath
10.0 out of 10, Exceptional, (1)
"Beautiful home and well suited for a peaceful stay. Great neighborhood and a wonderful how. Would recommend the property to anyone."
The price is SAR 822
SAR 1,827 total
includes taxes & fees
26 Sep - 27 Sep
#29 - Modern 5 Bedroom/2 Bath
Beautiful 3BR, Rare Find, Clean & Guest Favorite
Exterior
Beautiful 3BR, Rare Find, Clean & Guest Favorite
2.0 star property
The price is SAR 561
SAR 1,209 total
includes taxes & fees
24 Sep - 25 Sep
Beautiful 3BR, Rare Find, Clean & Guest Favorite
Riverview Grandeur Tranquility & Luxury Essex CT
Bathroom
Riverview Grandeur Tranquility & Luxury Essex CT
2.0 star property
9.4 out of 10, Exceptional, (3)
"This property is well maintained, conveniently located, has superb amenities and has beautiful views of the CT river. I recommend it highly and without qualification,"
Riverview Grandeur Tranquility & Luxury Essex CT
15mins to Hartford, Home in Manchester w/ King Bed
Exterior
15mins to Hartford, Home in Manchester w/ King Bed
2.0 star property
The price is SAR 588
SAR 1,243 total
includes taxes & fees
29 Sep - 30 Sep
15mins to Hartford, Home in Manchester w/ King Bed
Storybook Cottage
Exterior
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
comfortable home away from home
Living area
comfortable home away from home
8.6 out of 10, Excellent, (7)
"It's a cute little place, cosy. It could've been a little cleaner, we were not expecting home beautiful clean. The silverware tray was kinda icky, the refrigerator didn't work and was kinda icky as well. The plastic hose for the shower head broke. My friends didn't know how to get ahold of the owner as the booking was under my name. I was unable to come with, due to a severe migraine. So getting ahold of me was hit or miss due to being heavily medicated and sleeping. Had they been able to get...
comfortable home away from home
Downtown and secluded
Living area
Downtown and secluded
8.6 out of 10, Excellent, (4)
" Convienently located, quiet, and the host is very communcative. Things of note: This is a second floor home with steep narrow stairs. I would not recommend if you have mobility issues. Advertised washer/dryer was not present. It is an older home with good bones but needs a serious refresh. The paint is old and dull with lots of patch work and stains. While it may be clean, it does not feel clean. Bedroom doors that did not shut or lock. Sheets felt worn with minor stains and no top...
Downtown and secluded
Historical Blvd. Cheney Bros HillTop Mansion
Living area
Historical Blvd. Cheney Bros HillTop Mansion
9.0 out of 10, Wonderful, (12)
"My parents really loved their stay."
Historical Blvd. Cheney Bros HillTop Mansion
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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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Other property types in Portland

Fun Downtown Location 2nd flr
Property grounds
Fun Downtown Location 2nd flr
9.8 out of 10, Exceptional, (59)
"The apartment was very close to restaurants, breweries and a rails to trails path that went on for miles. Great location overall. "
Fun Downtown Location 2nd flr
Lakefront Cottage w/ Covered Porch & Dock!
Exterior
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.8 out of 10, Exceptional, (6)
"We were staying in CT for my granddaughters Nationals SB tournament The location was great, it was Close to everything we needed We would def. Stay again due to the easy check in, all the extra amenities Lynn supplies along with her quick responses to our communication with her. If we had to make a suggestion, it would be a to add more air conditioners as the summertime can get quite hot We enjoyed our stay"
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
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.