Search Vacation Homes in Portland

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar
Charming 110-year former Inn 10' from the Ocean!
Property grounds

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!
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop

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
The Globe House on Munjoy Hill - Walk to Breweries
Fridge, microwave, oven, stovetop

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
Beautiful, Spacious Home, minutes to the Old Port!
Property grounds

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 HK$1,012
HK$2,936 total
includes taxes & fees
23 Jan - 24 Jan
Beautiful, Spacious Home, minutes to the Old Port!
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
5 Star Back Cove Hide-Away 1 bedroom Back Cove apartment with water views!
Fridge, microwave, oven, stovetop

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
1 bedroom, Internet, bed sheets

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

9.0 out of 10, Wonderful, (18)
"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 Combo Home Located in Downtown Portland - Close to the Beach
Fridge, microwave, oven, stovetop

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
The best place for the money!!!
Fridge, microwave, oven, stovetop

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!!!
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 HK$5,450
HK$8,724 total
includes taxes & fees
23 Jan - 24 Jan
Beautiful, single story ranch. Next to city park with ocean view!
"Glamp" out near downtown Portland w/outdoor patio, fire pit & outdoor shower!
Outdoor dining

"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
Fridge, microwave, oven, stovetop

Gardensong Retreat - Luxury, Nature & Space

Gardensong Retreat - Luxury, Nature & Space
Prime City Living Townhouse by RedAwning
Fridge, microwave, dishwasher, coffee/tea maker

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 HK$1,142
HK$3,822 total
includes taxes & fees
23 Jan - 24 Jan
Prime City Living Townhouse by RedAwning
Entire Historic Home - Portland West End
Marina

Entire Historic Home - Portland West End

10.0 out of 10, Exceptional, (1)
Entire Historic Home - Portland West End
Charming townhome short drive to intown Portland
Private kitchen

Charming townhome short drive to intown Portland

2.0 star property
Charming townhome short drive to intown Portland
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (58)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
The price is HK$1,269
HK$3,255 total
includes taxes & fees
23 Jan - 24 Jan
Elegant condo - walk to Portland's best restaurants & Old Port
Rent a room in the gorgeous Holt House
Exterior

Rent a room in the gorgeous Holt House

8.0 out of 10, Very good, (24)
"This was a perfect place, close to everything in Portland! "
Rent a room in the gorgeous Holt House
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Interior

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

8.6 out of 10, Excellent, (55)
"The property is an older triplex, interior is nice. Neighborhood is quiet. Close to historic wharf area. Easy to walk to local restaurants and sites. I had my dog with me and appreciated the back yard. Of note, there is no washer/dryer in the unit. No dishwasher, but this wasn't a problem. Parking is limited to on-street and would be an issue if more than one car required space. The only bathroom and both bedrooms are on the second floor and might be a consideration for anyone with mobility...
The price is HK$839
HK$2,044 total
includes taxes & fees
3 Feb - 4 Feb
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Convenient Portland home 3 miles from Downtown
Fridge, microwave, oven, stovetop

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (21)
"The reclining furniture was our favorite after running around all day! Very comfortable beds! Great place to stay!"
The price is HK$1,908
HK$5,236 total
includes taxes & fees
31 Jan - 1 Feb
Convenient Portland home 3 miles from Downtown
Cozy Historic Home on Great Diamond Island
Toaster, cookware/dishes/utensils

Cozy Historic Home on Great Diamond Island

5.0 out of 10, (2)
"We arrived by ferry on cold and very rainy Monday night. We were apparently unexpected, and the house wasn't ready. Staff at the Inn picked us up at the ferry, and dropped us at the Inn while they checked the property. They brought sheets to make the bed, which wasn't made. The house was musty and dirty, the bathroom had not been cleaned, floors had not been mopped, blankets and dish towels were musty and unusable, there were no potholders, and dishes were left in the dish drainer from previous...
Cozy Historic Home on Great Diamond Island
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.
Don't see what you're looking for?
See all available properties in Portland
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Portland

Glorious getaway on Portland's Eastern Promenade.
Property grounds

Glorious getaway on Portland's Eastern Promenade.

10.0 out of 10, Exceptional, (144)
"This rental is adorable with so many thoughtful touches from the host. From the personalized card and snacks to the labels explaining most everything you'd like to know about the space, everything has been considered. A great base from which to explore a fun town."
The price is HK$779
HK$1,723 total
includes taxes & fees
23 Jan - 24 Jan
Glorious getaway on Portland's Eastern Promenade.
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is HK$724
HK$1,426 total
includes taxes & fees
23 Jan - 24 Jan
Adorable Portland getaway on the Eastern Promenade
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop

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
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.