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Portland Holiday Rentals

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Holiday Rentals in Portland

Postcard Cabins Machimoodus

2.0 star property
9.6 out of 10, Exceptional, (59)
"Great stay"
The price is AU$288
includes taxes & fees
7 Sept - 8 Sept
Postcard Cabins Machimoodus

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

10.0 out of 10, Exceptional, (43)
"Amazing property, we loved everything about it, highly recommended, will stay again "
The price is AU$1,076
includes taxes & fees
10 Sept - 11 Sept
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

10.0 out of 10, Exceptional, (2)
" Heck-on was smooth and the kitchen and facilities were great. "
The price is AU$453
includes taxes & fees
22 Sept - 23 Sept
Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

Totally Private Cozy studio in awesome Hartford with WiFi, AC

9.2 out of 10, Wonderful, (9)
"Perfect location for our trip. Fun atmosphere with outside entertainment. Great bathroom. Check in glitch that was resolved immediately. The only issue was attempting to get live television through our streaming services. "
The price is AU$319
includes taxes & fees
7 Sept - 8 Sept
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Conference Room Rental no sleeping arrangements

The price is AU$1,435
includes taxes & fees
7 Sept - 8 Sept
Conference Room Rental no sleeping arrangements

New Furnished Apt in West Hartford w/ Parking and Central AC

9.0 out of 10, Wonderful, (2)
"Good communication with the manager, quiet place and extremely clean. I enjoyed it"
The price is AU$267
includes taxes & fees
9 Sept - 10 Sept
New Furnished Apt in West Hartford w/ Parking and Central AC

Cozy apartment in charming Hartford with AC, WiFi

10.0 out of 10, Exceptional, (3)
"All was as advertised. The Xfinity INDOOR theatre us across the the street. Xfinity OUTDOOR theatre/ arena is only about a .8 mile walk away. We took an UBER there and walked back after our concert"
The price is AU$262
includes taxes & fees
14 Sept - 15 Sept
Cozy apartment in charming Hartford with AC, WiFi

Lux Boutique Large Private LOFT Pratt St Hartford

8.8 out of 10, Excellent, (19)
"I am impressed with the Lux Private Loft. Absolutely Gorgeous!!. I hope to return. The kitchen area, enormous shower, large screen t.v. I will book again as soon as possible."
The price is AU$269
includes taxes & fees
7 Sept - 8 Sept
Lux Boutique Large Private LOFT Pratt St Hartford

New!Quaint & Convenient Hideaway: Great Location

9.8 out of 10, Exceptional, (12)
"Our family of 4 stayed there while visiting Hartford for our daughter’s college graduation. Great location great property and responsive host. Would def stay again!"
New!Quaint & Convenient Hideaway: Great Location

Fully Furnished Private Loft Style Charm Trumbull Elevator

7.0 out of 10, Good, (2)
"Great place to stay. Lots of room compared to a hotel room and it's nice to have the kitchen area. We used the bonus spaces a lot and found the building to be very quiet from room to room. The noise from outside at night was mostly car noise and seemed pretty standard for being in a central location. Thank you!"
The price is AU$431
includes taxes & fees
7 Sept - 8 Sept
Fully Furnished Private Loft Style Charm Trumbull Elevator

Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

2.0 star property
9.4 out of 10, Exceptional, (12)
"Beautiful location, very comfortable for our small family."
Waterfront Goodspeed airport 2-bedroom house with AC, WiFi

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (13)
"Solid location and quiet neighborhood good after a long day."
Ranch style living at its best with country garden & patio!

Cozy dog friendly updated house in quiet village adjacent to park

10.0 out of 10, Exceptional, (40)
"Worked out well for our family for graduation weekend."
Cozy dog friendly updated house in quiet village adjacent to park

Blue Back Bungalow

2.0 star property
9.4 out of 10, Exceptional, (14)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is AU$620
includes taxes & fees
8 Sept - 9 Sept
Blue Back Bungalow

Go Jump in the Lake!

10.0 out of 10, Exceptional, (143)
"Perfect for our family. Close to the lake and beaches. We enjoyed our stay."
Go Jump in the Lake!

Amazing Lakefront Property

9.8 out of 10, Exceptional, (26)
"Great views and a good central location for day trips 👌. "
Amazing Lakefront Property

Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

9.4 out of 10, Exceptional, (6)
"Beautiful new spacious property in a great safe neighborhood. Very nice for groups. Common Living space s conducive for gathering. Property still under construction as there were other homes still being built. Near busy street but monimal noise. Would stay again."
The price is AU$961
includes taxes & fees
8 Sept - 9 Sept
Massive 5 Bedrooms: 3King 2Queen, 10 mins to Downtown Hartford

Experience Downtown Hartford near XL Center

6.8 out of 10, (5)
"The day I arrived the property wasn’t ready and I had to find a hotel near there. Needless to say it’s not near nice areas but that’s where the hotel was. They only told me after I didn’t get a code to get in and I had to contact them. Good news was that they reimbursed the hotel quickly. The unit is very clean but very minimal. The refrigerator has no freezer section and the kitchen only a range top, no oven. There’s also no coffee maker, iron or ironing board and laundry was done offsite. All...
The price is AU$366
includes taxes & fees
7 Sept - 8 Sept
Experience Downtown Hartford near XL Center

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

10.0 out of 10, Exceptional, (3)
"Great place in a very nice part of the city. Walkable and lots to do around, and a reasonable parking garage right across the street. Apartment was clean, comfy and easily accessible."
The price is AU$410
includes taxes & fees
7 Sept - 8 Sept
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy Safe Home

The price is AU$497
includes taxes & fees
7 Sept - 8 Sept
Cozy Safe Home
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

Find out more about Portland

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Portland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as AU$262 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Portland?

Yes, there are holiday 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 are some of the best holiday rentals that Portland has to offer?

Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds: This holiday home rental outside of Portland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 holiday rental in Portland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Portland. Holiday rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for families.