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Compare 162 Vacation Homes in Portland with updated reviews, rates, and availability.

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem

#29 - Modern 5 Bedroom/2 Bath

10.0 out of 10, Exceptional, (2)
"We enjoyed staying at this house while in town for a family wedding. The house was clean and recently renovated. Beds were comfortable and linens and towels were provided. Be aware there are no young child items. We brought our own baby gate for the stairs and plastic cups and dishwater. Plenty of nice cooking tools in the kitchen. Overall we enjoyed our stay."
The price is AED 1,098
AED 2,156 total
includes taxes & fees
20 Dec - 21 Dec
#29 - Modern 5 Bedroom/2 Bath

15mins to Hartford, Home in Manchester w/ King Bed

2.0 star property
10.0 out of 10, Exceptional, (1)
"Very spacious location. Ideal fit for our plans. "
The price is AED 687
AED 1,348 total
includes taxes & fees
3 Dec - 4 Dec
15mins to Hartford, Home in Manchester w/ King Bed

Historic Essex Home w/ Large Yard Near Downtown!

9.8 out of 10, Exceptional, (40)
"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!

Island Vibes Home

10.0 out of 10, Exceptional, (8)
"Such a perfect space for us. Home was spotless! We had a wedding in Hartford, three bedrooms worked out perfectly two bathrooms everyone had plenty of space. Beautiful kitchen and amenities. We would stay here again in a heartbeat. Wish we could’ve stayed longer"
Island Vibes Home

146 Raymond · Prime West Hartford Center: Timeless Charm

10.0 out of 10, Exceptional, (10)
"Great old West Hartford home. Very convenient to Center activities for us this weekend. Owner great to deal with. Highly recommended."
146 Raymond · Prime West Hartford Center: Timeless Charm

Ranch style living at its best with country garden & patio!

9.8 out of 10, Exceptional, (7)
"We had a great time at this home and it is really fabulously decorated. Reggie called us right back when we had a question. "
Ranch style living at its best with country garden & patio!

NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly

10.0 out of 10, Exceptional, (1)
"Great home and nice activities with kids."
The price is AED 808
AED 1,502 total
includes taxes & fees
1 Dec - 2 Dec
NEW! Charming Riverside Home-CT River Private, Spacious, Family & Pet Friendly

Luxe Lake House in Connecticut

The price is AED 1,080
AED 3,391 total
includes taxes & fees
11 Dec - 12 Dec
Luxe Lake House in Connecticut

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2.0 star property
10.0 out of 10, Exceptional, (1)
"Enjoyed one night in this 3Br property. It was comfortable, secure and easy to locate. Great parking, kitchen, tv and wash/dry facilities. Would recommend."
The price is AED 687
AED 1,356 total
includes taxes & fees
1 Dec - 2 Dec
Beautiful 3BR, Rare Find, Clean & Guest Favorite

Spacious, quiet suburban getaway in Madison. 15 min from beach & hiking trails!

2.0 star property
10.0 out of 10, Exceptional, (6)
"We had an absolute fantastic time staying at this place. My son was got married at the Beech Tree Cottages (also was the perfect wedding venue) in Madison, Ct. about 15 minutes from the house which worked out perfectly for staying here. From start to finish, everything exceeded our expectations. The communication with Chase was smooth and prompt, making the booking process hassle free. Upon our arrival we were greeted with a welcome gift. The space was clean, modern and beautifully...
Spacious, quiet suburban getaway in Madison. 15 min from beach & hiking trails!

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

9.8 out of 10, Exceptional, (9)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (47)
"What a gem this cute house was on the lake! The owners didn’t skip a beat with the attention to detail. It had everything and was so clean. Communication was spot on. We will definitely book again the next time we come to CT! We already miss waking up with coffee and watching the sun come up over the lake. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*

10.0 out of 10, Exceptional, (2)
"The upstairs kitchen may need some extra ceramic bowls and silverware. The hot water may need to be turned up, it was tepid at best. Jeff was more than helpful getting us situated and comfortable. Great neighborhood, and availability to groceries, restaurants, and the great brewery 2 minutes away. Great room for families for togetherness and privacy"
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*

The Lake House

9.8 out of 10, Exceptional, (8)
"Wonderful place to camp for a large family, particularly in summertime. Great view of the lake and the best sunsets. "
The Lake House

Peek-A-Boo View, Amston Lake

9.8 out of 10, Exceptional, (37)
"We enjoyed our stay at this cozy little cabin by the lake. The place was clean and had everything we needed to relax and enjoy quality time with our son. We especially enjoyed the retro/mid-century decorations throughout the home. So much fun! We would not hesitate to stay here again!"
Peek-A-Boo View, Amston Lake

Fun and Relaxing Madison Game Room Retreat

9.0 out of 10, Wonderful, (2)
"We had a great time. There was so much to do and enjoy on the property. Ricky was extremely responsive and helpful."
Fun and Relaxing Madison Game Room Retreat

Lake Fun: PingPong, Pool Table, Slide, EV Charger

10.0 out of 10, Exceptional, (17)
"Perfect spot for a week away during home renovations. Gorgeous location in a comfortable and well-appointed home with very gracious, organized, and attentive hosts. Dog friendly with thoughtful canine touches as well! We would definitely stay again!"
Lake Fun: PingPong, Pool Table, Slide, EV Charger

Modern cozy home, pet friendly

10.0 out of 10, Exceptional, (1)
"I wish every spot had a ping pong table. My son and I loved being able to play. As well, such a cool shower! Beautiful open space and just what we needed for a quick overnight. "
The price is AED 459
AED 1,160 total
includes taxes & fees
20 Dec - 21 Dec
Modern cozy home, pet friendly

Stylish & Luxurious 3 BDR Home with Play Station

10.0 out of 10, Exceptional, (5)
"Very clean and modern. Friendly and Professional Property Manager."
Stylish & Luxurious 3 BDR Home with Play Station
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

136 Raymond · Prime West Hartford Center Location: Historic Gem

10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!

Spacious 5-bedroom vacation home just 5 minutes drive to Connecticut River

10.0 out of 10, Exceptional, (31)
"We stayed for our annual Columbus Day weekend away with a group of 9 friends. The house was very comfortable and we had plenty of space. We really enjoyed the game room in the evenings - all the games were in excellent condition and everything was in working order (which has not usually been the case at other vacation rentals we have been to). We were lucky enough to have beatiful fall weather all weekend, so we could enjoy the lovely back yard. We made use of the gas grill, watch a playoff game...
Spacious 5-bedroom vacation home just 5 minutes drive to Connecticut River
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.