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Featured Vacation Homes in Portland

$989
Historic-waterfront:'the Old River House'-in Town, on River

Historic-waterfront:'the Old River House'-in Town, on River

Kennebunkport, ME
This vacation home features a water park, a garden, and barbecue grills.
 
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East Grand Ave Fabulous Cottage

East Grand Ave Fabulous Cottage

Old Orchard Beach, ME
This vacation home features a water park and a garden.
 
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New Listing! Updated Getaway - Near Beach & Dining 2 Bedroom Home

New Listing! Updated Getaway - Near Beach & Dining 2 Bedroom Home

3.5 out of 5.0 177 Temple Ave, Old Orchard Beach, ME
This vacation home features an outdoor tennis court and a fitness center. Families will appreciate the playground and convenience store. Free self parking and a garden are also offered on site.
 
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New 3br Wooded Near Beach 3 Bedroom Cottage

New 3br Wooded Near Beach 3 Bedroom Cottage

3.5 out of 5.0 17 Ranger Lane, Kennebunkport, ME
This vacation home features an outdoor tennis court and a fitness center. Guests will appreciate free perks like free self parking and WiFi in public areas. A convenience store and barbecue grills are also provided.
 
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Periwinkle Place - NEW Beach Cottage, Patio, Grill, AC

Periwinkle Place - NEW Beach Cottage, Patio, Grill, AC

Old Orchard Beach, ME
This vacation home features barbecue grills.
 
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Dont Miss out on the Beach This Summer! Grab a Group of Friends and Come Visit!

Dont Miss out on the Beach This Summer! Grab a Group of Friends and Come Visit!

Old Orchard Beach, ME
This vacation home features a water park, a garden, and barbecue grills.
 
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Updated Cottage Close to Beach-perfect Family Getaway

Updated Cottage Close to Beach-perfect Family Getaway

Old Orchard Beach, ME
This vacation home includes a garden and barbecue grills.
 
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Only Minutes From The Beach. Free Parking, Grill and Yard. 25% Discounts

Only Minutes From The Beach. Free Parking, Grill and Yard. 25% Discounts

Old Orchard Beach, ME
This vacation home features barbecue grills.
 
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Discounted for Sept. and Oct.. 100 Yards to Beach and Short Walk to the Pier

Discounted for Sept. and Oct.. 100 Yards to Beach and Short Walk to the Pier

Old Orchard Beach, ME
This vacation home features a water park and barbecue grills.
 
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Fully Furnished Home Located in Central Yarmouth on 2+ Acres

Fully Furnished Home Located in Central Yarmouth on 2+ Acres

Yarmouth, ME
Situated in Yarmouth, this vacation home is 1.7 mi (2.8 km) from Eartha and 2.5 mi (4 km) from Cousins Island. Sturdivant Island and Harrington House are also within 6 mi (10 km).
 
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New Listing! Immaculate Beachfront 5 Bedroom Home

New Listing! Immaculate Beachfront 5 Bedroom Home

3.5 out of 5.0 2 Claudia Way, Scarborough, ME
A fitness center, free self parking, and barbecue grills are featured at this vacation home. A garden and a convenience store are also provided.
 
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Newly Renovated 10mins Walk to Beach

Newly Renovated 10mins Walk to Beach

Old Orchard Beach, ME
This vacation home features a water park, a garden, and barbecue grills.
 
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Find the Best Vacation Homes in Portland

Why book a vacation home in Portland?

Vacation homes in Portland make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.

How much is a vacation home in Portland?

Private Portland rental homes range between $76 - $989 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.

What are the cancellation and flexibility options on Travelocity?

To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.

What amenities should I look out for in a vacation home?

There are some exciting amenities available in Portland vacation home rentals. You might look for Portland rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room. 

Vacation rentals in Portland offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.

When is the best time to rent a vacation home in Portland?

You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.

Why book a vacation home with Travelocity?

Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Portland. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Portland hotels and vacation homes that best suit your stay. We also have deals for flights, and Portland car rentals. You’ll save even more when you bundle your items into a Portland vacation package!

How many vacation homes are available to book in Portland?

There are 300 rental homes in Portland. Enter your travel dates to check availability.

How do I find the best price for a vacation home in Portland?

Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.


Top trending hotels in Portland

See all 1,445 Properties in Portland
$76
Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

3.5 out of 5.0 1050 Westbrook Street, Portland, ME
Located in Stroudwater, this hotel is 1.9 mi (3.1 km) from Thompson's Point and 2.1 mi (3.4 km) from Maine Mall. Hadlock Field and Portland Exposition Building are also within 3 mi (5 km).
 
$84
AC Hotel by Marriott Portland Downtown/Waterfront, ME

AC Hotel by Marriott Portland Downtown/Waterfront, ME

3.5 out of 5.0 158 Fore St, Portland, ME
Situated near the beach, this hotel is within a 15-minute walk of Maine Narrow Gauge Railroad Company and Museum and Cross Insurance Arena. Casco Bay Lines Ferry Terminal and Maine Jewish Museum are also within 10 minutes.
 
$93
The Westin Portland Harborview

The Westin Portland Harborview

4.0 out of 5.0 157 High St, Portland, ME
Located in Downtown Portland, this spa hotel is within a 10-minute walk of Portland Museum of Art, Cross Insurance Arena, and Victoria Mansion. University of Southern Maine and University of New England are also within 3 mi (5 km).
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.