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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 207 Vacation Homes in Portland with updated reviews, rates, and availability.

Stylish & Luxurious 3 BDR Home with Play Station
Fridge, microwave, oven, stovetop

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (9)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station
Amazing Lakefront Property
Dining

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"Absolutely beautiful house! Super clean! Superb setting! Very comfortable! Amazing view! Many amenities! Host very responsive and kind! The property manager quickly responded to our needs. My family and friends loved the spectacular experience and would definitely comeback! "
Amazing Lakefront Property
Luxe Lake House in Connecticut
Fridge, microwave, oven, stovetop

Luxe Lake House in Connecticut

10.0 out of 10, Exceptional, (2)
"The house easily accommodated my friends and family for a weekend of relaxation. The place is very spacious with all modern amenities. We especially loved waking up to the gorgeous view of the lake in the back. The views were breathtaking. Would definitely consider going back. "
The price is SAR 1,315
SAR 3,392 total
includes taxes & fees
22 Mar - 23 Mar
Luxe Lake House in Connecticut
Cozy 2 Bedroom Family Stay
Private kitchen

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (7)
"The property was within a few miles to my family who we were visiting. It was very across the street from a very good pub and a couple of minutes to the town’s downtown with several good restaurants to choose from.The apartment was clean with a very comfortable bed and nice furnishings. The kitchen was well equipped with dining and cooking tools. It’s nice to have a good smart tv as well to watch football games. "
Cozy 2 Bedroom Family Stay
Family Stays: Middletown, CT
Fridge, microwave, oven, stovetop

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (3)
"We came to the area for a long weekend event at Wesleyan University. I had never booked through VRBO and was not familiar with the process. From my first communication with Gilbert I felt like I was going to visit family. He was amazing to communicate with provided information about the area and the process and was super accommodating when he learned our flight was arriving early. From the moment we stepped through the door we knew our stay would be special. The home is beautiful, beds...
The price is SAR 555
SAR 959 total
includes taxes & fees
31 Mar - 1 Apr
Family Stays: Middletown, CT
Waterfront Lakehouse in Clinton, CT with Hot Tub!
Outdoor spa tub

Waterfront Lakehouse in Clinton, CT with Hot Tub!

7.0 out of 10, Good, (2)
"My family and I absolutely loved our stay at this home! It was the perfect retreat for us, and we thoroughly enjoyed the hot tub and the breathtaking sunset views, especially while cooking in the beautifully designed kitchen. The kitchen was fully equipped, making it easy to prepare an amazing family dinner. The town of Clinton was absolutely charming, with the friendliest people, and we fell in love with Hammonasset Beach—it’s a must-visit! We’ll definitely be returning in the summer. The...
Waterfront Lakehouse in Clinton, CT with Hot Tub!
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Outdoor pool

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Historic Essex Home w/ Large Yard Near Downtown!
TV

Historic Essex Home w/ Large Yard Near Downtown!

10.0 out of 10, Exceptional, (45)
"A lovely home in a great area! We will be back!"
Historic Essex Home w/ Large Yard Near Downtown!
Cozy Lake Cottage w/ Hot Tub - Amazing Lake Views, Fireplace, Game Room
Outdoor spa tub

Cozy Lake Cottage w/ Hot Tub - Amazing Lake Views, Fireplace, Game Room

10.0 out of 10, Exceptional, (1)
"Beautiful view from the upstairs window. I enjoyed the pellet stove on the cold days."
The price is SAR 638
SAR 1,183 total
includes taxes & fees
25 Mar - 26 Mar
Cozy Lake Cottage w/ Hot Tub - Amazing Lake Views, Fireplace, Game Room
#29 - Modern 5 Bedroom/2 Bath
Fridge, microwave, oven, stovetop

#29 - Modern 5 Bedroom/2 Bath

10.0 out of 10, Exceptional, (3)
"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 SAR 784
SAR 1,524 total
includes taxes & fees
25 Mar - 26 Mar
#29 - Modern 5 Bedroom/2 Bath
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Property grounds

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (54)
"very nice property, comfortable and welcoming atmosphere, would recommend!"
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Charming Farmhouse w/ Pool & Fishing Pond!
Fridge, microwave, stovetop, dishwasher

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!
Prime West Hartford Center: Timeless Charm
Property grounds

Prime West Hartford Center: Timeless Charm

10.0 out of 10, Exceptional, (13)
"Super clean, nice little touches like bottled water, & bathroom supplies. Great location. "
Prime West Hartford Center: Timeless Charm
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Smart TV, fireplace, video games

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

10.0 out of 10, Exceptional, (9)
"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 SAR 2,251
SAR 3,200 total
includes taxes & fees
23 Mar - 24 Mar
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Interior

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (2)
"Same day check in info, not provided the day before like most hosts "
The price is SAR 1,138
SAR 2,654 total
includes taxes & fees
8 Apr - 9 Apr
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Ranch style living at its best with country garden & patio!
Exterior

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

9.6 out of 10, Exceptional, (8)
"Host worked with me due to larger dog. Very accurate instructions and all amenities were very good. Will stay here again"
Ranch style living at its best with country garden & patio!
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Exterior

Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

9.8 out of 10, Exceptional, (115)
"Beautiful house, sitting high and overlooking the Connecticut River. Can't imagine a more beautiful setting. Very large kitchen, great for cooking in with friends. Even has an adjacent helicopter pad (although it's $4k to go from Hartford airport to the house, 1-way!). Had a great time."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (3)
"Tasteful decor. Very clean. Not too far from the city. Quiet, safe neighborhood. Host was very friendly and super responsive! Would definitely recommend!"
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Storybook Cottage
3 bedrooms, iron/ironing board, free WiFi, bed sheets

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
Summer at the Haddam House
Property grounds

Summer at the Haddam House

10.0 out of 10, Exceptional, (51)
"This property was awesome. Very cozy little house. Exceptionally clean and just enough for two people. The property is spotless and well kept. You could just feel the hospitality within the home. Our host John communicated very well. There is everything you need. The views of the CT River are beautiful. We had dinner at the Gelston House and saw a show at the Goodspeed which are just a 2 minute ride or 10 minute walk across the bridge. Great home for sure. Definitely five out of stars and more. "
Summer at the Haddam House
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

Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (6)
"I loved this escape from reality. This was a very quiet romantic getaway for Valentine’s Day. The place was very clean and had everything we needed from a fully equipped small kitchen to everything outdoors we would need for a campfire and making s’mores. I loved this place and can’t wait to come back for another romantic getaway."
The price is SAR 506
SAR 582 total
includes taxes & fees
3 Apr - 4 Apr
Postcard Cabins Machimoodus
Lux Boutique Large Private LOFT Pratt St Hartford
Iron/ironing board, WiFi, bed sheets

Lux Boutique Large Private LOFT Pratt St Hartford

9.2 out of 10, Wonderful, (12)
"I am impressed with the Lux Private Loft. Absolutely Gorgeous!!. I hope to return. The kitchen area, enormous shower, large screen t.v. I will book again as soon as possible."
The price is SAR 469
SAR 679 total
includes taxes & fees
22 Mar - 23 Mar
Lux Boutique Large Private LOFT Pratt St Hartford
Cozy BoHo pet & family friendly near downtown & hospitals
Fridge, microwave, oven, stovetop

Cozy BoHo pet & family friendly near downtown & hospitals

8.4 out of 10, Very Good, (7)
"We stayed 4 nights for our family trip. The home was sparkling clean and we found all we need. I love boho styled rooms. No issues with neighbors. All kind of TV subscription available. Overall very positive experience. Thank you!"
The price is SAR 394
SAR 1,072 total
includes taxes & fees
23 Mar - 24 Mar
Cozy BoHo pet & family friendly near downtown & hospitals
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.