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Portland Vacation Rentals

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Nov 18 - Nov 19
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Nov 21 - Nov 23
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Nov 28 - Nov 30

Vacation Rentals in Portland

Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

2.0 star property
East Haddam
9.6 out of 10, Exceptional, (80)
"Very nice cabins "
United States
Jairo
$159 nightly
The price is $183
Nov 19 - Nov 20
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Iron/ironing board, WiFi, bed sheets
Lux Boutique Large Private LOFT Pratt St Hartford

Lux Boutique Large Private LOFT Pratt St Hartford

Downtown Hartford
8.4 out of 10, Very Good, (23)
"Very clean and spacious! Loved all the amenities. Room itself was a bit echoey, but nice and quiet."
United States
Kiara
$135 nightly
The price is $152
Dec 1 - Dec 2
Total with taxes and fees
Lux Boutique Large Private LOFT Pratt St Hartford
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

New Britain
10.0 out of 10, Exceptional, (7)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
$218 nightly
The price is $246
Nov 23 - Nov 24
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
WiFi, bed sheets
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Totally Private Cozy studio in awesome Hartford with WiFi, AC

Downtown Hartford
8.6 out of 10, Excellent, (11)
"Great!"
United States
Sahai S.
$135 nightly
The price is $152
Nov 26 - Nov 27
Total with taxes and fees
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Microwave
Cozy apartment in charming Hartford with AC, WiFi

Cozy apartment in charming Hartford with AC, WiFi

Downtown Hartford
9.0 out of 10, Wonderful, (7)
"Very nice for one night"
United States
Jack
$135 nightly
The price is $152
Nov 19 - Nov 20
Total with taxes and fees
Cozy apartment in charming Hartford with AC, WiFi
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Private Apartment in Berlin

2.0 star property
Berlin
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
$279 nightly
The price is $316
Nov 19 - Nov 20
Total with taxes and fees
Private Apartment in Berlin
Interior
Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements

Cromwell
$823 nightly
The price is $931
Nov 19 - Nov 20
Total with taxes and fees
Conference Room Rental no sleeping arrangements
Fridge, microwave, oven, stovetop
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire
9.2 out of 10, Wonderful, (11)
"Needed a place to sleep for a couple of nights and this worked for us."
United States
James (Jim) L.
$145 nightly
The price is $163
Nov 19 - Nov 20
Total with taxes and fees
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Sun loungers, beach towels
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

2.0 star property
East Haddam
9.6 out of 10, Exceptional, (15)
"We had a great time. Looking forward to our next stay here!"
United States
Jacky P.
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi
Beach nearby
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Salem
10.0 out of 10, Exceptional, (5)
"Place is nice would stay again "
United States
nic
$317 nightly
The price is $358
Dec 2 - Dec 3
Total with taxes and fees
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Interior
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
Bloomfield
9.4 out of 10, Exceptional, (3)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
$530 nightly
The price is $601
Nov 25 - Nov 26
Total with taxes and fees
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Exterior
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Killingworth
10.0 out of 10, Exceptional, (51)
"Amazing property, we loved everything about it, highly recommended, will stay again "
United States
Rick
$643 nightly
The price is $727
Nov 20 - Nov 21
Total with taxes and fees
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Fridge, microwave, oven, stovetop
A “Wow” Experience everywhere there is something to stimulate your mind Interest

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

Windsor
9.2 out of 10, Wonderful, (10)
"We had a very nice time and the house is charming"
United States
Terrence G.
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Fridge, microwave, stovetop, electric kettle
Modern Private Furnished Studio Downtown Hartford

Modern Private Furnished Studio Downtown Hartford

Downtown Hartford
6.0 out of 10, (2)
"Apartment was in a good location. Cute. As pictured. Wonderful access to shops, restaurants, and bars. It sits above a karaoke bar that is LOUD until 2am on the weekends (not sure about weekdays). Would recommend, if you are a heavy sleeper. Communication was good. Directions were clear. Our early check in request was accommodated. We loved Hartford and West Hartford. "
United States
Megan M.
$135 nightly
The price is $152
Nov 19 - Nov 20
Total with taxes and fees
Modern Private Furnished Studio Downtown Hartford
Fridge, microwave, oven, stovetop
Charming Lakeview, 3 Bedroom home in Colchester

Charming Lakeview, 3 Bedroom home in Colchester

Colchester
$307 nightly
The price is $347
Nov 19 - Nov 20
Total with taxes and fees
Charming Lakeview, 3 Bedroom home in Colchester
Microwave, electric kettle, cookware/dishes/utensils, paper towels
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Downtown Hartford
9.6 out of 10, Exceptional, (5)
"Cozy, clean, comfortable. Location is excellent and accessible to restaurants and venues. Highly recommended. "
United States
Jason B.
$170 nightly
The price is $193
Nov 19 - Nov 20
Total with taxes and fees
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Property grounds
Cozy dog friendly updated house in quiet village adjacent to park

Cozy dog friendly updated house in quiet village adjacent to park

Northford
10.0 out of 10, Exceptional, (43)
"Perfect!We travel with our large family, several times a year, this is by far the house with the most, everything!Family friendly layout/amenities. The place is beautiful, we will definitely plan to return for a longer stay!And the host is amazing!"
United States
Christina v.
Cozy dog friendly updated house in quiet village adjacent to park
Smart TV, fireplace, video games
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

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

Durham
10.0 out of 10, Exceptional, (24)
"As advertised. Enjoyed our stay. "
United States
Jeff C.
$788 nightly
The price is $892
Nov 19 - Nov 20
Total with taxes and fees
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Fridge, microwave, oven, stovetop
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

Downtown Hartford
9.0 out of 10, Wonderful, (2)
"The location is fabulous to the convention center is fabulous!"
United States
Anonymous traveler
$204 nightly
The price is $231
Nov 19 - Nov 20
Total with taxes and fees
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
Outdoor dining
Soothing 2-bedroom lower-level apartment in Berlin

Soothing 2-bedroom lower-level apartment in Berlin

Berlin
10.0 out of 10, Exceptional, (1)
"This apartment was very clean and well-stocked. It was comfortable and cozy. It is in a great location in the center of Connecticut, a very nice, quiet neighborhood. We went on the hiking path just minutes from the front door. We went to Massachusetts, NYC, and Rhode Island, all were a hour and half or less away. In the backyard, we ate in the covered patio and sat around the firepit. There were top-notch grocery stores or dining options within five miles. Our host was responsive and caring. "
United States
Theresa G.
$246 nightly
The price is $278
Nov 19 - Nov 20
Total with taxes and fees
Soothing 2-bedroom lower-level apartment in Berlin
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
"Excellent day. I will definitely return even though it is not as convenient for me as some of the other locations."
Kimberly 3-night trip
Posted 5 days ago
Hilton Garden Inn Hartford North/Bradley Int'l Airport

Find out more about Portland

Everything you need to know about Portland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Portland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Portland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Portland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $152 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Private Apartment in Berlin: This vacation home rental outside of Portland is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.