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Search Portland Cottage Rentals from CA $267

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Check prices for these dates

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Aug 15 - Aug 17
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Sep 5 - Sep 7
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Browse Select Portland Cottages

Go Jump in the Lake!
Explore serene lakeside tranquility with a variety of canoes available for use.

Go Jump in the Lake!

10.0 out of 10, Exceptional, (141)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!
Charming Cottage by the Lake❤️
Relax on the deck with a round table and four comfortable chairs, surrounded by lush greenery and a charming wooden structure.

Charming Cottage by the Lake❤️

9.8 out of 10, Exceptional, (15)
"My friends and I had a very lovely weekend. The cottage is well equipped, well maintained, very clean. I loved being able to bring my doggie with me. "
Charming Cottage by the Lake❤️
Lakefront Connecticut Retreat Near UConn
Enjoy cooking in this well-equipped kitchen with a large island and stainless steel appliances.

Lakefront Connecticut Retreat Near UConn

10.0 out of 10, Exceptional, (21)
"The house is beautiful and had everything we needed for the weekend. Since it was cooler and a bit rainy we only availed ourselves to the outside table for peaceful and quiet times. Our NYC family really enjoyed the quiet! We will be looking at this house in our future visits. "
Lakefront Connecticut Retreat Near UConn
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Surrounded by lush greenery, this charming house boasts a cozy balcony overlooking the forest.

Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more

10.0 out of 10, Exceptional, (3)
"Lovely location and host."
The price is CA $434
CA $736 total
includes taxes & fees
Aug 10 - Aug 11
Clinton's Hidden Secret Renovated 2-bedroom Stonehouse with WiFi, AC and more
Historic cottage in Deep River, CT
Relax in a serene garden setting with a rustic fence, garden, and birdbath, perfect for outdoor relaxation or dining.

Historic cottage in Deep River, CT

10.0 out of 10, Exceptional, (1)
"Wonderful stay. Charming and perfect. "
The price is CA $267
CA $504 total
includes taxes & fees
Sep 1 - Sep 2
Historic cottage in Deep River, CT
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Enjoy cooking in the central island kitchen with stainless steel appliances and ample natural light.

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

10.0 out of 10, Exceptional, (3)
"A perfect stay - John and his family were truly wonderful. The house is attached to thier main house, but also very private and secure. We were in town for a wedding weekend and this was the perfect spot for us - truly a beatuiful property! John was helpful in telling us about all of the local spot and supplying us with everything we needed. His wife even welcomed us with a cheese board and wine! Thanks John and family - we had a great time!"
A Perfect Getaway. Direct assess to the 1000 acre Old Saybrook Essex Preserve
Relax with a beautiful lake view
Enjoy a serene lakeside retreat with a deck featuring a round table and comfortable seating.

Relax with a beautiful lake view

10.0 out of 10, Exceptional, (20)
"Great location"
Relax with a beautiful lake view
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Residential homes line the shores of a serene body of water.

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

10.0 out of 10, Exceptional, (14)
"The place was great and we enjoyed the fishing."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit
Enjoy serene lakeside views from the spacious balcony of this two-story house, featuring large windows and a tranquil atmosphere.

The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit

10.0 out of 10, Exceptional, (3)
"What a wonderful place, so peaceful.The Eight Mile River and Hamburg Cove are an authentic experience.The home is very comfortable… you will feel special!I’ll definitely return!!"
The price is CA $448
CA $846 total
includes taxes & fees
Aug 25 - Aug 26
The Answer - Charming, Unique, Tidal, Riverfront Escape - Kayaks, AC Firepit
Cozy 3 bd Cottage w/ access to private lake
Enjoy cooking in this well-equipped kitchen with an oven, sink, and ample countertop space.

Cozy 3 bd Cottage w/ access to private lake

9.4 out of 10, Exceptional, (3)
"Ideal location and well supplied but could use updating "
Cozy 3 bd Cottage w/ access to private lake
Charming Windsor Home w/ Private Backyard!
House (3 Bedrooms) | Interior

Charming Windsor Home w/ Private Backyard!

3.0 star property
8.0 out of 10, Very good, (1)
"The property was exactly as advertised and what we needed for a two night stay for a graduation. It was economical and accommodated 5 people comfortably. The interior is a bit dated, but clean. We did not spend much time at the property, so it worked well for us. The beds were a bit hard, but functional for two nights."
Charming Windsor Home w/ Private Backyard!
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Enjoy cooking in this kitchen with a sleek island, stainless steel appliances, and a large window.

Upscale Waterbury Retreat w/ Indoor Hot Tub!

3.0 star property
Upscale Waterbury Retreat w/ Indoor Hot Tub!
Elegant Middlefield Getaway w/ Game Room!
House (4 Bedrooms) | Interior

Elegant Middlefield Getaway w/ Game Room!

3.0 star property
Elegant Middlefield Getaway w/ Game Room!
Updated cottage "Beriozka" on Cedar Lake
Set amidst a serene wooded area, this charming home offers a peaceful retreat with a covered porch and beautifully maintained garden.

Updated cottage "Beriozka" on Cedar Lake

10.0 out of 10, Exceptional, (11)
"You know when you just need to escape? Well, this amazing little house was the perfect place to relax, unwind and reset. The town, the house and the fire pit area were just amazing. I can’t wait to stay there again. "
Updated cottage "Beriozka" on Cedar Lake
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Relax in a serene outdoor space with a wooden deck, comfortable seating, and a chessboard.

Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

2.0 star property
9.6 out of 10, Exceptional, (4)
"We had a wonderful stay! The property was as described, with all the amenities we needed. We appreciated the use of floaties and beach towels for the lake. The house stayed cool and refreshing when the weather heated up during our stay. The lake access was wonderful and the neighbors were friendly. Highly recommend this property!"
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Modern Terryville Cottage w/ Deck & Lake View!
Enjoy meals in the fully equipped kitchen with a dining area featuring a round table and range hood.

Modern Terryville Cottage w/ Deck & Lake View!

3.0 star property
10.0 out of 10, Exceptional, (1)
Modern Terryville Cottage w/ Deck & Lake View!
Lake Getaway at Coventry Lake! close to Uconn
Situated in a residential area, this house features a front porch with a pergola, outdoor seating, and a beautifully landscaped yard.

Lake Getaway at Coventry Lake! close to Uconn

10.0 out of 10, Exceptional, (19)
"Nice spot, close to campus and perfect size."
Lake Getaway at Coventry Lake! close to Uconn
Pet-friendly Lebanon House w/ Lake Access!
House (3 Bedrooms) | Interior

Pet-friendly Lebanon House w/ Lake Access!

3.0 star property
Pet-friendly Lebanon House w/ Lake Access!
Lakefront Connecticut Retreat Near Uconn
Relax in a spacious living area with a high ceiling and large windows, featuring a comfortable seating area, dining table, and kitchen.

Lakefront Connecticut Retreat Near Uconn

3.0 star property
Lakefront Connecticut Retreat Near Uconn
Modern Terryville Cottage w/ Deck & Lake View!
Enjoy meals in this well-equipped kitchen and dining area, featuring a stainless steel refrigerator, oven, and comfortable seating for four.

Modern Terryville Cottage w/ Deck & Lake View!

9.2 out of 10, Wonderful, (5)
"This cottage was just as the pics show. Great communication with host prior to visit as well as a "Thank you" This is the perfect spot to relax & recharge from stress. The cottage wraps you in warmth, and charm."
Modern Terryville Cottage w/ Deck & Lake View!
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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Top Portland Hotel Reviews

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

10/10 Excellent
"Great stay. Stayed at the nearby Hampton Inn before and this was much, much better."
Janet 1-night trip
Posted 1 day ago
Hilton Garden Inn Hartford North/Bradley Int'l Airport