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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 65 Vacation Homes in Portland with updated reviews, rates, and availability.

Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset

Charming 110-year former Inn 10' from the Ocean!

9.8 out of 10, Exceptional, (116)
"Stunning location. Dog friendly beach. Lighthouse in walking distance. "
Charming 110-year former Inn 10' from the Ocean!
The Globe House on Munjoy Hill - Walk to Breweries
Living area

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (74)
"The Globe House was a wonderful Plato spend a couple of days while exploring Portland. The house itself was immaculate and well appointed, with extra touches that put it a step above: the fresh scent from a diffuser welcomed us, a complimentary bottle of wine awaited us in the refrigerator, and luxe amenities like L’Occitane moisturizer were provided. Great location with easily walkable and excellent restaurants. Our hosts left a fabulous “guide to Portland” for us, with many of their favorite...
The Globe House on Munjoy Hill - Walk to Breweries
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Outdoor spa tub

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Beautiful, Spacious Home, minutes to the Old Port!
Private kitchen

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (1)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
The price is AED 378
AED 1,249 total
includes taxes & fees
5 Mar - 6 Mar
Beautiful, Spacious Home, minutes to the Old Port!
Entire Historic Home - Portland West End
Formal dining for 10-12

Entire Historic Home - Portland West End

10.0 out of 10, Exceptional, (1)
Entire Historic Home - Portland West End
Rent a room in the gorgeous Holt House
Exterior

Rent a room in the gorgeous Holt House

8.0 out of 10, Very Good, (14)
"Really cool room and in a great location only a short walk from restaurants and sights. "
Rent a room in the gorgeous Holt House
Beautiful Combo Home Located in Downtown Portland - Close to the Beach

Beautiful Combo Home Located in Downtown Portland - Close to the Beach

8.8 out of 10, Excellent, (15)
"Convenient to walking to town , great restaurants in the area for breakfast & dinner, house was perfect, comfortable, well maintained great off street parking and had everything we could ever had needed."
Beautiful Combo Home Located in Downtown Portland - Close to the Beach
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Private kitchen

5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!

10.0 out of 10, Exceptional, (135)
"Wonderful host, beautiful apartment, and great location. "
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade

Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade

9.0 out of 10, Wonderful, (19)
"Great location! Be prepared to climb a couple of flights of stairs, but then you are all alone. Private little deck is nice. Hot water in the kitchen sink, but not any in the shower or bathroom sink so we were able to get clean, but not conveniently. Also couldn't get the living room TV to work. We were too busy exploring the town though."
Munjoy Hill hideaway with AC - walk to dining & Eastern Promenade
Beautiful, single story ranch. Next to city park with ocean view!
Outdoor dining

Beautiful, single story ranch. Next to city park with ocean view!

8.4 out of 10, Very Good, (7)
"Conveniently located property, responsive hosts. A few maintenance issues with the property but we enjoyed our stay. "
The price is AED 2,571
AED 3,952 total
includes taxes & fees
23 Feb - 24 Feb
Beautiful, single story ranch. Next to city park with ocean view!
The best place for the money!!!
Dining

The best place for the money!!!

8.6 out of 10, Excellent, (19)
"We had a good stay here for a week. It's a cool property but a bit run down. The couch is very dirty and stained. We had issues with the AC while we were there. One of the light fixtures was falling out of the ceiling, and the fire alarms were hanging open without any batteries. The beds were decent but quite loud when you move. The one shower in the property leaked water all over the floor and required extensive clean up every time it was used. The property manager was very responsive and...
The best place for the money!!!
Entire House Deering Highlands

Entire House Deering Highlands

9.0 out of 10, Wonderful, (2)
"Everything was very clean and neat. The house had window units for air conditioning but they worked well. The location was in a quiet street and close to all the places we wanted to visit."
Entire House Deering Highlands
"Glamp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!
Private patio w/outdoor shower, dining table for 8, fire pit, and grill!

"Glamp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!

9.2 out of 10, Wonderful, (9)
"This was a great spot to stay for a guys weekend. Location is a short drive to Old Port where we spent most of our time. When we weren't out and about the backyard with a fire pit and corn hole boards was perfect for hanging out. Ryan was great and responsive."
"Glamp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!
Gardensong Retreat - Luxury, Nature & Space
Exterior

Gardensong Retreat - Luxury, Nature & Space

Gardensong Retreat - Luxury, Nature & Space
Prime City Living Townhouse by RedAwning
"Furniture","Indoors","Living Room","Hardwood","Couch"

Prime City Living Townhouse by RedAwning

2.0 star property
8.0 out of 10, Very Good, (1)
"It was very convenient. "
The price is AED 539
AED 1,801 total
includes taxes & fees
23 Feb - 24 Feb
Prime City Living Townhouse by RedAwning
Elegant condo - walk to Portland's best restaurants & Old Port

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (60)
"Great layout, well-appointed and super walkable to Old Port, the great restos on Washington and the Eastern Promenade. Only downside was communication with Vacasa: they always answered but didn’t necessarily address the issue, ie I struggled with the electronic door lock, was leaving for the weekend, they said the owner would come address it but when I returned 3 days later it had been left unlocked all weekend. Unreliable WiFi & I work remotely. Several times had to work from cafes.beautifully...
The price is AED 588
AED 1,504 total
includes taxes & fees
25 Feb - 26 Feb
Elegant condo - walk to Portland's best restaurants & Old Port
Historic Downtown Home Reunions/Retreats/Groups
Private back yard seating and fire table

Historic Downtown Home Reunions/Retreats/Groups

10.0 out of 10, Exceptional, (1)
"Our son got married in Portland and our large family came to celebrate and participate. The location of this property is superb. It’s funky in the best way. The house was built in 1800! We thoroughly enjoyed our stay. Thank you!"
Historic Downtown Home Reunions/Retreats/Groups
Historic 1849 Sea Cpt. Mansion; Weddings, Groups

Historic 1849 Sea Cpt. Mansion; Weddings, Groups

10.0 out of 10, Exceptional, (1)
"We stayed in this beautiful property from Thanksgiving thru the weekend and had a great time. There were 13 adults and 2 kids, which encompassed my family along with my brothers and their families. The house with its separate units worked out perfectly for all our families. Steve was a great host and even set up a large table and chairs in the lower unit for our big Thanksgiving dinner. The house and units were all very nice and had everything we needed. We loved the proximity to downtown...
Historic 1849 Sea Cpt. Mansion; Weddings, Groups
Top Deck - Portland Property with Views!

Top Deck - Portland Property with Views!

2.0 star property
10.0 out of 10, Exceptional, (1)
"I rented this location to host my wedding and pre-wedding events. The size of the place was spectacular and fit all the members of my wedding party for the entire duration of my wedding festivities. We also were able to bring our dog, aka ringbearer, with us. The owners had it stocked and ready for us. I don't think I could have possibly asked for a more amazing property. I would gladly go here again for another friend/family gathering. "
Top Deck - Portland Property with Views!
Two Beautiful apartment
Property grounds

Two Beautiful apartment

10.0 out of 10, Exceptional, (20)
"This was a great rental for our family of 7. More than enough room for us all. Also really liked staying in the Back Cove neighborhood. Nice quiet residential area with lots of thing nearby. Only a short drive to downtown as well. "
Two Beautiful apartment
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

The Weldon Hotel
Front of property

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (36)
"Overall, the stay was great. The lower-level suite was a bit noisy, as we were at ground level; however, I would highly recommend staying here if you are looking for full amenities and a short commute to everything in downtown Portland. "
The price is AED 534
AED 582 total
includes taxes & fees
5 Mar - 6 Mar
The Weldon Hotel
Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is AED 356
AED 689 total
includes taxes & fees
23 Feb - 24 Feb
Adorable Portland getaway on the Eastern Promenade
Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (144)
"Old friends (in age and longevity of relationships) met up in Portland for a weekend getaway. Great location. Great city. Enjoyed our time exploring the city culture and restaurants within easy reach but also spent long hours in the bright living room catching up over a pit of tea."
The price is AED 364
AED 813 total
includes taxes & fees
26 Feb - 27 Feb
Glorious getaway on Portland's Eastern Promenade.
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.