Portland Vacation Rentals

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Vacation Rentals in Portland

The Weldon Hotel

4.0 star property
9.4 out of 10, Exceptional, (35)
"The full kitchen and appliances were perfect for my stay so that I did not have to eat out while I was there and save money "
The price is CA $202
CA $220 total
includes taxes & fees
Feb 20 - Feb 21
The Weldon Hotel

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 CA $142
CA $316 total
includes taxes & fees
Feb 10 - Feb 11
Glorious getaway on Portland's Eastern Promenade.

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

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (93)
"Perfect location. Wonderful accommodations"
The price is CA $139
CA $270 total
includes taxes & fees
Feb 16 - Feb 17
Adorable Portland getaway on the Eastern Promenade

Cozy, Elegant and Bright 2 bed in the East End

9.8 out of 10, Exceptional, (36)
"Very clean. Nice walk along bikepath to downtown. Will look to stay here again. Loved the neighborhood and parking was easy. Kitchen had everything we needed to cook. "
The price is CA $286
CA $523 total
includes taxes & fees
Feb 11 - Feb 12
Cozy, Elegant and Bright 2 bed in the East End

Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

9.8 out of 10, Exceptional, (102)
"This apartment on Munjoy Hill was very comfortable for 3 generations to spend the holidays together. It allowed for visits with friends since my mom is not very mobile these days. We got to spend some time enjoying our old neighborhood and all that it offers, including a growing number of restaurants and bars!"
The price is CA $284
CA $707 total
includes taxes & fees
Feb 10 - Feb 11
Whether With Family or Friends Shop, Sight See & Dine at Great Restaurants

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 CA $210
CA $706 total
includes taxes & fees
Feb 10 - Feb 11
Prime City Living Townhouse by RedAwning

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 CA $229
CA $595 total
includes taxes & fees
Feb 10 - Feb 11
Elegant condo - walk to Portland's best restaurants & Old Port

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (101)
"We stayed to visit family in the area. The location was excellent and we loved the ocean view. Everything was very clean, except under the sofa in the living room. We searched for a dropped puzzle piece and "
Gorgeous ocean-front home with stunning beach views

Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

9.8 out of 10, Exceptional, (198)
"Great codo unit, very close to everything "
The price is CA $250
CA $489 total
includes taxes & fees
Feb 10 - Feb 11
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (124)
"Great location! If you are looking for quiet time during the evening hours this isn’t the place for you as The Brunswick restaurant is directly below. If you like music and a great view, it’s an amazing spot! "
The price is CA $121
CA $321 total
includes taxes & fees
Feb 17 - Feb 18
Oceanfront Condo! Spectacular Views From Private Large Balcony

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Owner should get new cleaners. House smelled like dog urine. Bathroom smelled like human urine. Had to clean floors and bathroom…lots of dirt…not sure the last time floors were I’m mopped. Dog hair on sheets. Beds were not comfortable so be prepared. Parking is a challenge. One paid parking spot in front ($36/day). Can park super close to house for 2nd spot. Owner not very responsive. Had to constantly message for arrival info and didn’t get it until 10 mins after checkin time. No instructions...
100 feet from the ocean 3 bedroom cottage 420 friendly

Historic Kennebunkport home only 0.3 miles to Dock Square

10.0 out of 10, Exceptional, (63)
"Our family of 5 spent a couple of nights in this home full of magical charm for a holiday getaway. House was clean, cozy, with books to read and cozy blankets. We adored the sweet touches such as the Christmas tree and decor throughout. A welcome bag and snacks was most appreciated. Would definitely come again"
The price is CA $284
CA $703 total
includes taxes & fees
Feb 10 - Feb 11
Historic Kennebunkport home only 0.3 miles to Dock Square

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (96)
"All was comfy and quiet for a great winter getaway with a friend. Beds were all comfy. It was great to get out to the beach and have a nice hike. We cooked a lot and the kitchen had all the supplies for us. Very fun!"
The Moonglow! A beautiful ocean view house in Biddeford!

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

10.0 out of 10, Exceptional, (30)
"This property was spectacular! Beautiful views, clean, spacious and comfortable. Great space to share with a larger group. The Host was very responsive. It was an amazing experience even in the winter. "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

2 duplex

3.5 star property
2.0 out of 10, (1)
2 duplex

Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach

10.0 out of 10, Exceptional, (2)
Renovated cottage at Goose Rocks Beach. Great for families, steps from the beach

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (40)
"Great place.... Very clean and everything you will need to stay. It was three levels and it had supplies needed for the beach (Beach wagon, chairs, towel, sand toys...). We stayed off season so most of the houses were vacant. We would definately come back again. I did send two messages to the owner, but did not get a response. "
The price is CA $212
CA $708 total
includes taxes & fees
Feb 10 - Feb 11
Beach House ∆ Prime Location ∆ Steps to the Ocean

The Perfect Beach Escape: Cozy 4-Bedroom Retreat

10.0 out of 10, Exceptional, (93)
"Perfect for a family and friends weekend! Lots of room for everyone to be comfortable!"
The Perfect Beach Escape: Cozy 4-Bedroom Retreat
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

Portland Harbor Hotel

4.0 star property
9.2 out of 10, Wonderful, (1462)
"Nice"
The price is CA $185
CA $259 total
includes taxes & fees
Feb 23 - Feb 24
Portland Harbor Hotel

Holiday Inn Portland-By the Bay by IHG

3.0 star property
8.8 out of 10, Excellent, (1146)
"Hotel was great. Elevators extremely slow and crowded. Need benches to sit on outside elevators and outside of lobby for elderly and the disabled to sit while waiting"
The price is CA $140
CA $155 total
includes taxes & fees
Feb 12 - Feb 13
Holiday Inn Portland-By the Bay by IHG

Cambria Hotel Portland Downtown-Old Port

3.0 star property
9.2 out of 10, Wonderful, (766)
"Wonderful stay. Property is clean and beautiful. Rooms immaculate. Staff was welcoming and helpful. On sight parking. Close to several restaurants. Area is safe and close to waterfront. Definitely will stay again on our next visit to Portland. "
The price is CA $139
CA $192 total
includes taxes & fees
Feb 17 - Feb 18
Cambria Hotel Portland Downtown-Old Port
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

Can I find a vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Bayside Bowl, or you can choose a more remote option if you're looking for extra privacy while you relax. Tourists who visit Portland speak highly of the bustling port and array of shops. The fascinating museums and entertainment choices are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

The Globe House on Munjoy Hill - Walk to Breweries: Visitors like this Portland vacation home rental. It is located in the city center and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Portland?

Choose from 109 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory are a couple of family-friendly sights, whereas cultural attractions include Merrill Auditorium and Wadsworth-Longfellow House. While here, Casco Bay Lines Ferry Terminal and Cross Insurance Arena are other places worth a visit.

What are vacation rentals like in Portland?

Vacation rentals are privately owned properties you can reserve for several days or more in Portland. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.