Photo by Rick Bucchino

Portland Vacation Rentals

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Check prices for these dates

Tonight
Apr 2 - Apr 3
Tomorrow
Apr 3 - Apr 4
This weekend
Apr 4 - Apr 6
Next weekend
Apr 11 - Apr 13

Vacation Rentals in Portland

Postcard Cabins Machimoodus
Exterior

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 CA $193
CA $221 total
includes taxes & fees
May 1 - May 2
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, (13)
"Super nice location/convenient "
The price is CA $207
CA $294 total
includes taxes & fees
Apr 14 - Apr 15
Lux Boutique Large Private LOFT Pratt St Hartford
Blue Back Bungalow
Exterior

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Thank you so much for the amazing stay!!!! The place is beautiful, very clean and cosy! True Jem of West Hartford! We were here for my nieces wedding and felt very comfortable! Thank you for the wonderful TV set, amazing furniture, blow dryer and decorations! Everything in the house set up well and with love."
The price is CA $178
CA $556 total
includes taxes & fees
Apr 14 - Apr 15
Blue Back Bungalow
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area

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

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 CA $535
CA $1,023 total
includes taxes & fees
Apr 4 - Apr 5
COZY Maple Tree Cabin - Situated on 6 private acres - Get Away and RELAX 😎
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
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!
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
Totally Private Cozy studio in awesome Hartford with WiFi, AC
WiFi, bed sheets

Totally Private Cozy studio in awesome Hartford with WiFi, AC

8.0 out of 10, Very good, (1)
"Poor communication regarding entry it was a process information should have been communicated prior "
The price is CA $178
CA $258 total
includes taxes & fees
Apr 13 - Apr 14
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Exquisite Downtown Loft Apartment
Fridge, microwave, oven, stovetop

Exquisite Downtown Loft Apartment

8.4 out of 10, Very good, (7)
"We loved having this home to return to each night during a whirlwind college tour. Extremely clean, comfortable, and pleasantly decorated. "
Exquisite Downtown Loft Apartment
Walk To Goodspeed Opera House!
Exterior

Walk To Goodspeed Opera House!

9.4 out of 10, Exceptional, (18)
"Spotless and comfortable accommodations set right in the center of historic and picturesque East Haddam, CT. The young couple who kept the driveway, walks, and parking area free of snow and ice were especially appreciated. It was warm and cozy. Very satisfying and delightful stay. Thank you!"
The price is CA $147
CA $280 total
includes taxes & fees
Apr 8 - Apr 9
Walk To Goodspeed Opera House!
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
Lakefront Getaway w Hot Tub, Game Room & Views - Pet-Friendly
Outdoor spa tub

Lakefront Getaway w Hot Tub, Game Room & Views - Pet-Friendly

10.0 out of 10, Exceptional, (1)
"Beautiful view from the upstairs window. I enjoyed the pellet stove on the cold days."
Lakefront Getaway w Hot Tub, Game Room & Views - Pet-Friendly
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)
"The property was very clean and relaxing. "
The price is CA $150
CA $411 total
includes taxes & fees
Apr 6 - Apr 7
Cozy BoHo pet & family friendly near downtown & hospitals
New!Quaint & Convenient Hideaway: Great Location
Fridge, microwave, oven, stovetop

New!Quaint & Convenient Hideaway: Great Location

10.0 out of 10, Exceptional, (5)
"Very comfortable house for our stay to visit with family. It was conveniently located near highway and Glastonbury shopping. Owner was extremely communicative and helpful."
New!Quaint & Convenient Hideaway: Great Location
Go Jump in the Lake!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"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!
Grammy's Lake House w/ Private Waterfront Access
Interior

Grammy's Lake House w/ Private Waterfront Access

9.6 out of 10, Exceptional, (11)
"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
Island Vibes Home
Interior

Island Vibes Home

9.4 out of 10, Exceptional, (16)
"Excellent stay. Highly recommended. Thanks!"
Island Vibes Home
Lakefront Home, Close to Mt Southington!
Fridge, microwave, stovetop, dishwasher

Lakefront Home, Close to Mt Southington!

10.0 out of 10, Exceptional, (15)
"Beautiful lakefront home. Tastefully furnished. Spotless with all the little touches included. Loved ir"
Lakefront Home, Close to Mt Southington!
Lake House Living
Miscellaneous

Lake House Living

2.0 star property
10.0 out of 10, Exceptional, (1)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
The price is CA $171
CA $548 total
includes taxes & fees
Apr 14 - Apr 15
Lake House Living
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 types of properties in Portland you may be interested in

Solano Inn
Lake

Solano Inn

2.5 star property
8.8 out of 10, Excellent, (121)
"My stay at the Solano Inn was fine. Nothing fancy, but that's ok since the cost was less than I expected to find in the area. The staff were all very kind and helpful. I was quite concerned that they made a copy of my credit card at check in. I've traveled a lot but never had that happen before. When I checked out I requested the copy and they returned it to me. I assume there was no second copy made. The room was large and clean. A very strong-scented air freshener was plugged in which I...
The price is CA $96
CA $111 total
includes taxes & fees
Apr 22 - Apr 23
Solano Inn
The Capitol Hotel, Ascend Hotel Collection
Desk, laptop workspace, blackout drapes, iron/ironing board

The Capitol Hotel, Ascend Hotel Collection

3.0 star property
7.4 out of 10, Good, (1013)
"Excellent "
The Capitol Hotel, Ascend Hotel Collection
Clarion Inn
Indoor pool

Clarion Inn

3.0 star property
7.4 out of 10, Good, (1065)
"Personnel are nice and polite but room temperature thermostat is hard to control "
The price is CA $121
CA $139 total
includes taxes & fees
Apr 6 - Apr 7
Clarion Inn
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.

Frequently asked questions

Are there vacation rentals in Portland?

Yes, you can find vacation rentals in Portland close to Brownstone Exploration & Discovery Park, or you can select a more secluded option if you're looking for a relaxing stay. Portland is known for its riverfront and wineries. Make sure you have time to check out the theme park and restaurants during your trip.

What's the top vacation rental in Portland?

Cozy Lakefront Cottage - Hot Tub, Game Room & Lake Views: This vacation home rental outside of Portland is located on a lake and has a fireplace, a selection of games, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a hot tub.

What’s there to see and do in Portland?

Family-friendly attractions include Brownstone Exploration & Discovery Park, whereas Connecticut River is a spot to enjoy the outdoors. Arrigoni Winery and Chris Cote's Toptracer Golf Range and Performance Center are other places to visit while you're in town.

What’s a vacation rental in Portland like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Portland. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for a family trip or a small group gathering.