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Compare 43 Cottages in Portland with updated reviews, rates, and availability.

Go Jump in the Lake!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (137)
"We like this place a lot. House was clean and Todd was very responsive to my questions. There are two bedrooms with one on the second floor. One thing we didn’t realize was, to get to the second floor there is a spiral staircase. "
Go Jump in the Lake!
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Exterior

A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve

10.0 out of 10, Exceptional, (2)
"This was an amazing place to stay. Beautiful property and EXCELLENT hosts! Thank you!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Charming Cottage by the Lake♥️
Exterior

Charming Cottage by the Lake♥️

9.8 out of 10, Exceptional, (7)
"Very nice and clean cottage. Loved the coziness,and it was close to the university where went to a girls basketball game,go Huskies! Host was quick to respond back with questions I had. We had a very enjoyable time. Would definitely return."
Charming Cottage by the Lake♥️
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Coventry Vacation Rental Cottage | 1BR | 1BA | Single Story | 600 Sq Ft

Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!

9.4 out of 10, Exceptional, (23)
"We thoroughly enjoyed our stay. This cottage perfect for two people. The location has all the amenities you could ask for. Climbing up and down the 43 steps to cottage can be tiring especially for the elderly. There is Liquer store very close buy and grocery store within 5 miles. I must say that prices there very high, but in no way does that reflect on owner. We certainly are looking forward to coming back for another stay."
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Charming 2-bedroom farm cottage in quiet Killingworth neighborhood
Exterior detail

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood

Charming 2-bedroom farm cottage in quiet Killingworth neighborhood
Reel Simple on Bolton Lake
Miscellaneous

Reel Simple on Bolton Lake

2.0 star property
9.8 out of 10, Exceptional, (21)
"My husband and I stayed here with our baby daughter over the Thanksgiving holiday. The house was cozy and clean with a gorgeous view of the lake! It would be fabulous to go swimming off the dock in the summer time! The cabin has two decent sized bedrooms with queen sized beds so you could easily fit two families here. Sherry was incredibly friendly and very easy to get in contact with! Ten out of ten would recommend! "
Reel Simple on Bolton Lake
Lakefront Cottage w/ Covered Porch & Dock!
Exterior

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Miscellaneous

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Relax with a beautiful lake view
Perfect view of the lake from your private deck

Relax with a beautiful lake view

10.0 out of 10, Exceptional, (19)
"Great location"
Relax with a beautiful lake view
Lake Getaway at Coventry Lake! close to Uconn
Exterior

Lake Getaway at Coventry Lake! close to Uconn

10.0 out of 10, Exceptional, (15)
"This house is beautifully decorated, very clean and the host is super responsive! Very close to UCONN. Definitely recommend! "
Lake Getaway at Coventry Lake! close to Uconn
The perfect New England getaway only a 10 minute walk to downtown!
Exterior

The perfect New England getaway only a 10 minute walk to downtown!

10.0 out of 10, Exceptional, (4)
"Beautifully updated home inside and out! Well stocked and very clean! The gas fireplace was definitely a plus! Location was perfect for a walk into town, or to get in the car and hop on the highway to go exploring. Owners were super accommodating and easy to work with as well."
The perfect New England getaway only a 10 minute walk to downtown!
Lakefront Connecticut Retreat Near UConn
Coventry Vacation Rental | 2BR | 2BA | 1,400 Sq Ft | Stairs to Access

Lakefront Connecticut Retreat Near UConn

10.0 out of 10, Exceptional, (14)
"Amazing place and view. Entire stay was great to share while in for family weekend. Very welcoming and hospitality. 10!"
Lakefront Connecticut Retreat Near UConn
Wolcott Home w/ Deck: Near Connecticut Attractions
Living area

Wolcott Home w/ Deck: Near Connecticut Attractions

3.0 star property
Wolcott Home w/ Deck: Near Connecticut Attractions
Family Friendly Waterfront Cottage
Outdoor dining

Family Friendly Waterfront Cottage

4.0 out of 10, (1)
"This property is completely misrepresented! I sent pictures in an email to someone named Luis two days ago. 1. Home is on a gravel road and you need to walk down a steep hill to get to the house. 2. House is covered in cob webs inside and out and windows are dirty and covered in green mold. 3. Two queen beds listed turned out to be full size mattresses (we measured!) so that my husband and I had to sleep in separate rooms. 4. Third bedroom had a sleeper sofa that we had to use to keep an...
Family Friendly Waterfront Cottage
Updated cottage "Beriozka" on Cedar Lake
Exterior

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (4)
"Pleasant and fully equipped, walking distance to a small lake with a beach good for watching the sunrise and reading."
Updated cottage "Beriozka" on Cedar Lake
Lakefront Cottage w/ Covered Porch & Dock!
Coventry Vacation Rental | 3BR | 1BA | 1,200 Sq Ft | Stairs Required

Lakefront Cottage w/ Covered Porch & Dock!

10.0 out of 10, Exceptional, (13)
"Small quaint cottage on lake. Very peaceful. Owner was very attentive."
Lakefront Cottage w/ Covered Porch & Dock!
Charming Deep River Vacation Rental on Star Lake!
Deep River Vacation Rental | 2BR | 1BA | Step Required | 618 Sq Ft

Charming Deep River Vacation Rental on Star Lake!

7.0 out of 10, Good, (4)
"Nice relaxing small house for a quick weekend getaway. Plenty of space in the kitchen and bedrooms. The shower is very very small, especially with a curtain that you kind of have to hold back away from you while you shower. If you like very firm beds youre in luck, the matresses are pretty firm. I would bring your own pillows as those provided were very thin. Other than that, its the perfect spot for a getaway. We had a wonderful relaxing weekend."
Charming Deep River Vacation Rental on Star Lake!
Breathtaking Private, Lakefront Retreat.
Miscellaneous

Breathtaking Private, Lakefront Retreat.

Breathtaking Private, Lakefront Retreat.
Lakefront Home, Close to Mt Southington!
Outdoor dining

Lakefront Home, Close to Mt Southington!

3.0 star property
Lakefront Home, Close to Mt Southington!
Pet-friendly Lebanon House w/ Lake Access!
Living area

Pet-friendly Lebanon House w/ Lake Access!

3.0 star property
Pet-friendly Lebanon House w/ Lake Access!
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

Island Vibes Home
Living area

Island Vibes Home

10.0 out of 10, Exceptional, (10)
"The home was clean and well cared for, and had everything we needed. The location was perfect for every where we wanted to go. We had shopping near by to keep us in groceries, and we had easy access to roads to get us to/from area sites and attractions. The one snow day we had, someone came and cleared the walkways and driveway so we didn't have to, that was a nice surprise, and they even rolled the garbage can out and back on pick up day. "
Island Vibes Home
Lakefront Cottage w/ Covered Porch & Dock!
Exterior

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River
Back Patio-Pool, Hot tub, Fireplace, firepit, Bar & TV, Bathroom, Outdoor Shower

Spacious 5-bedroom, 6 bath vacation home just 5 min drive to Connecticut River

10.0 out of 10, Exceptional, (32)
"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, 6 bath vacation home just 5 min 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.

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