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

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

Lakefront Cottage - Hot Tub, Game Room & Scenic Views

10.0 out of 10, Exceptional, (3)
"Everything was great. "
Lakefront Cottage - Hot Tub, Game Room & Scenic Views

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 1,316
SAR 3,393 total
includes taxes & fees
22 Apr - 23 Apr
Luxe Lake House in Connecticut

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

9.4 out of 10, Exceptional, (15)
"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!

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!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (55)
"This is our second time staying in this home. It’s nestled right on the lake and is perfect. It is stocked with everything you need, they did not skip a beat. Easy check in and check out process. Loved the gifts they left for us, always a nice touch."
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (12)
"The home was beautiful. Some of the furniture was old and it shouldn’t be sat on plenty of room for family plenty of games to play beautiful electricfireplace,beautiful view! The beds were uncomfortable and a few things needed to be updated."
Grammy's Lake House w/ Private Waterfront Access

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

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 1,471
SAR 3,078 total
includes taxes & fees
5 May - 6 May
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

WeHa Oak Haven

10.0 out of 10, Exceptional, (4)
"I had a great stay in West Hartford with my 17 year old daughter. The property is conveniently located in West Hartford and also a quick drive to the University of Hartford, which we visit for an Art School event. The host is fantastic, provides great communication and simple check-in/ check-out process. The parking spot is ample and the home was comfortable and just as described. We will book this place again and highly recommend! "
WeHa Oak Haven

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (5)
"House was extremely clean, plenty of room, and provided all the comforts of home. Owner provided snacks, water, sodas, etc. Everything was perfect. Wouldn't change a thing! "
The price is SAR 469
SAR 841 total
includes taxes & fees
29 Apr - 30 Apr
Family Stays: Middletown, CT

Summer at the Haddam House

10.0 out of 10, Exceptional, (52)
"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

Cozy dog friendly updated house in quiet village adjacent to park

10.0 out of 10, Exceptional, (26)
"My family and I had a wonderful week long stay at this beautiful cozy home. Plenty of amenities in the house to make everyone happy. The convenience of 3 bathroom with a large family was wonderful. The location was great for everything i meeded. The park next door is a great addition to get the kids outside. Thankbyou so much for the great communication and hospitality "
Cozy dog friendly updated house in quiet village adjacent to park

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!

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

10.0 out of 10, Exceptional, (11)
"I have stayed here multiple times because I love it so much and it's amazing as always! Beautiful house, so clean, and great communication with Chad! "
The price is SAR 2,251
SAR 3,201 total
includes taxes & fees
22 Apr - 23 Apr
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

Cozy 4 Bedroom West Hartford House

2.0 star property
9.4 out of 10, Exceptional, (3)
"This was the best property for our large family. The host was very attentive to our family. Thank again for everything."
Cozy 4 Bedroom West Hartford House

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (8)
"Came up to help my daughter move out of state. House was nice and clean and host was responsive. Good location in central Manchester."
Cozy 2 Bedroom Family Stay

Elegant Middlefield Getaway w/ Game Room!

9.8 out of 10, Exceptional, (12)
"Very comfortable modern house"
Elegant Middlefield Getaway w/ Game Room!

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!

Blue Back Bungalow

2.0 star property
9.8 out of 10, Exceptional, (11)
"Great location and pleasant area to walk to area restaurants and shops. Prompt and friendly communication with host who was very accommodating to our needs. We enjoyed our stay."
The price is SAR 469
SAR 1,474 total
includes taxes & fees
27 Apr - 28 Apr
Blue Back Bungalow
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

2.0 star property
10.0 out of 10, Exceptional, (7)
"We had a GREAT time here!! Just beautiful scenery all around. The cabin was well equipped with everything we needed essentially. I was quite impressed with how comfortable we actually were. There was a temporary power outage but it didn’t last long and management not only delivered more wood to us but also gave it to us for free as we wanted to spend our time outdoors during the outage. Im super happy to have had this experience and would absolutely be doing it again!! Thank you Postcard...
The price is SAR 388
SAR 598 total
includes taxes & fees
5 May - 6 May
Postcard Cabins Machimoodus

COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

10.0 out of 10, Exceptional, (28)
"It is certainly a cabin in the quiet woods which you would normally find in northern Vermont. We loved everything about it. My Three Sons grew up tent camping in the Yale Forest and this was that, only with a log cabin replacing Eureka tents! We loved sitting around the massive firepit and feeding the flames with plenty of seasoned, dry hardwood, cooking several meals on the coals with pie irons and steak prongs. Just loved it. "
The price is SAR 1,407
SAR 2,691 total
includes taxes & fees
22 Apr - 23 Apr
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎

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

9.4 out of 10, Exceptional, (15)
"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!
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.