Portland Vacation Rentals

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Check prices for these dates

Tonight
Nov 9 - Nov 10
Tomorrow
Nov 10 - Nov 11
Next weekend
Nov 14 - Nov 16
In two weeks
Nov 21 - Nov 23

Vacation Rentals in Portland

Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library
The Weldon Hotel

The Weldon Hotel

4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (86)
"Absolutely beautiful place to stay. "
United States
James
The price is ￥28,306
￥42,361 total
includes taxes & fees
Dec 7 - Dec 8
The Weldon Hotel
TV
In-town no frills 2 bedroom apt

In-town no frills 2 bedroom apt

West Bayside
8.4 out of 10, Very Good, (14)
"Beds were very comfortable. Parking was a little difficult. 3rd floor was a little tough on my 83 year old mother. But it was clean and roomy and close to downtown shopping and touristy attractions."
United States
Betsy Jean
The price is ￥12,082
￥23,098 total
includes taxes & fees
Nov 10 - Nov 11
In-town no frills 2 bedroom apt
1 bedroom, bed sheets
Studio Unit Walkable Everywhere

Studio Unit Walkable Everywhere

West Bayside
5.8 out of 10, (6)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
United States
Anonymous traveler
The price is ￥10,471
￥21,487 total
includes taxes & fees
Nov 10 - Nov 11
Studio Unit Walkable Everywhere
Fridge, microwave, oven, stovetop
Private Entrance Residential Portland

Private Entrance Residential Portland

Deering Center
9.2 out of 10, Wonderful, (5)
"Check in was simple. Quaint place. "
United States
Danielle C.
Private Entrance Residential Portland
Outdoor dining
Knock on Wood | Airy Charm in Heart of Downtown

Knock on Wood | Airy Charm in Heart of Downtown

Parkside
8.8 out of 10, Excellent, (25)
"stayed for one night to celebrate prom, it was a great central location, parking was a bit difficult to find though. Also the sheets were wet, not sure if the humidifier was broken. Overall good stay! would book again"
United States
Sabrina C.
The price is ￥22,203
￥51,291 total
includes taxes & fees
Dec 8 - Dec 9
Knock on Wood | Airy Charm in Heart of Downtown
Exterior
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

Downtown Portland
9.8 out of 10, Exceptional, (20)
"We loved the walkable neighborhood & had a great, comfortable stay!"
United States
Erin R.
The price is ￥24,808
￥63,329 total
includes taxes & fees
Nov 11 - Nov 12
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
3 bedrooms, iron/ironing board, WiFi, bed sheets
Beautiful, single story ranch. Next to city park with ocean view!

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

Back Cove
9.2 out of 10, Wonderful, (19)
"We had a wonderful stay with friends! Ken was very accommodating to all of our needs!"
United States
Ryan D.
Beautiful, single story ranch. Next to city park with ocean view!
Terrace/patio
Back yard paradise

Back yard paradise

Portland
9.8 out of 10, Exceptional, (22)
"I live in California, but my son was married in Portland (our home state). We spent a long weekend close to family and wedding activities. This is a comfortable home, in a great location. I feel fortunate to have chosen the perfect VRBO."
United States
Tracey C.
Back yard paradise
Interior
City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty

East Deering
9.8 out of 10, Exceptional, (122)
"Plenty of room for everyone, good well equipped kitchen, great location on the bay. Would recommend to others to stay here."
United States
Robin P.
City Amenities, Casco Bay Sunrises and Natural Beauty
Fridge, microwave, oven, stovetop
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

East Deering
10.0 out of 10, Exceptional, (64)
"Nice stay. Good amenities. "
United States
Laura H.
The price is ￥107,010
￥164,803 total
includes taxes & fees
Nov 10 - Nov 11
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Luxury Condo | Private kitchen | Full-size fridge, microwave, oven, stovetop
68 East Grand Ave

68 East Grand Ave

3.0 star property
Old Orchard Beach
8.6 out of 10, Excellent, (9)
"Across from the beach, close to a lot of activities, the space is up to date and very comfortable , decorated nicely. Outdoor porch area was a nice addition to having extra space. The train does go by very early in the am but that’s not just for this space on the avenue but is something to consider if that bothers you. Communication with Nichole was very easy and she was great to deal with! We loved to space and will definitely stay here again! "
United States
Jeffrey
68 East Grand Ave
Property grounds
Quintessential Maine Beach Cottage

Quintessential Maine Beach Cottage

Goose Rocks Beach
10.0 out of 10, Exceptional, (137)
"Absolutely beautiful surroundings and cozy place made for an unforgettable experience! "
United States
Sara S.
Quintessential Maine Beach Cottage
On the beach
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach

Bailey Island
10.0 out of 10, Exceptional, (232)
"Tremendous stay, great property and host."
United States
Curtis G.
New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
Terrace/patio
The Moonglow! A beautiful ocean view house in Biddeford!

The Moonglow! A beautiful ocean view house in Biddeford!

Biddeford
9.8 out of 10, Exceptional, (124)
"House was beautiful! Comfy beds, amazing views,great location!"
United States
Katherine C.
The Moonglow! A beautiful ocean view house in Biddeford!
Beach
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!

Old Orchard Beach
9.8 out of 10, Exceptional, (45)
"😍😍😍"
United States
Sara L.
Private, 2nd Floor Cottage with Wonderful Ocean Views- Perfect for Families!
Marina
Historic Kennebunkport home only 0.3 miles to Dock Square

Historic Kennebunkport home only 0.3 miles to Dock Square

Kennebunkport
10.0 out of 10, Exceptional, (74)
"Wonderful home close to downtown. Comfortable house and great host!"
United States
Kyle B.
The price is ￥37,971
￥85,036 total
includes taxes & fees
Nov 16 - Nov 17
Historic Kennebunkport home only 0.3 miles to Dock Square
Exterior
Sebago Lake Cottage on Raymond Cape

Sebago Lake Cottage on Raymond Cape

Raymond
10.0 out of 10, Exceptional, (48)
"We loved this cabin! A stone throw from the lake. Private and quiet. "
United States
Kathy K.
Sebago Lake Cottage on Raymond Cape
Fridge, microwave, oven, stovetop
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

Saco
9.2 out of 10, Wonderful, (15)
"Wonderful stay for a quick visit. Would love to come back and spend more time on the deck and exploring the area. "
United States
Aethena E.
The price is ￥37,971
￥47,409 total
includes taxes & fees
Nov 11 - Nov 12
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Outdoor dining
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Old Orchard Beach
9.6 out of 10, Exceptional, (67)
"Made a great place for a business retreat. WiFi worked well and we had plenty of space to spread out."
United States
dan b.
The price is ￥91,899
￥190,807 total
includes taxes & fees
Nov 16 - Nov 17
Sensational Beachfront Property Old Orchard Beach, with indoor elevator
Smart TV
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

Old Orchard Beach
9.8 out of 10, Exceptional, (12)
"Walking distance to the board walk. Clean and just enough space for 4 of us. Had everything we needed plus plenty of towels! "
United States
Natalia R.
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
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

Portland Harbor Hotel

Portland Harbor Hotel

10/10 Excellent
"Great service "
argiro 2-night trip
Posted 2 days ago
Portland Harbor Hotel

Find out more about Portland

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portland!

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 acclaimed theater scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

Quintessential Maine Beach Cottage: Visitors like this Portland vacation home rental. It is located on the beach and has a private yard, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Portland?

Choose from 85 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 Portland Museum of Art. While here, Fore Street Gallery and Casco Bay Lines Ferry Terminal 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.