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Vacation rentals in Portland

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Top-rated vacation rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Rental unit in East End

4.86 out of 5 average rating, 396 reviews

Modern East End studio, perfect Portland home base

Enjoy all that Portland has to offer from this clean, modern, and spacious studio in the city's hippest neighborhood. Walk one block to enjoy Duckfat frites at the Oxbow beer garden or head down Washington Ave to sample the best restaurants in Portland including Drifter's Wife, Cong Tu Bot, and Izakaya Minato, among others. Walk 5 mins up Munjoy Hill to picnic on the Eastern Promenade overlooking Casco Bay or 10 mins down into the Old Port. Do it all from this beautiful and private apartment!

Guest favourite

Guesthouse in Portland

4.95 out of 5 average rating, 287 reviews

Beautiful large studio on the ocean.

Our large, light, 2nd floor studio is airy and modern with a deck overlooking the garden, ocean and sunrise. We love to welcome guests to share our beautiful property so if you'd like to book please introduce yourselves and let us know about who is coming and some hopes for your trip. We are caring, unobtrusive hosts who value getting to know our guests a little beforehand. We think we have the best of both worlds here - the peace and beauty of Casco Bay, yet 5 minutes to the center of town.

Guest favourite

Rental unit in East End

4.97 out of 5 average rating, 497 reviews

Amazing Views! Perfect Location. Loft style feel.

Oh the VIEW! City views and a beautiful park like old cemetery. Cozy, sunny private apartment in a quiet, Owner Occupied building. Perfect East End location for exploring all of Portland Just 2 blocks from Duckfat, Eventide and many restaurants, breweries and distilleries Comfy living room with a 55" TV and seating to take in the view. Fully equipped eat in kitchen, tile shower and a wonderful King size bed to watch the sun rise Includes Reserved Off street parking. License #STHR-000980

Guest favourite

Guest suite in Downtown Portland

4.96 out of 5 average rating, 612 reviews

Studio, Walk to everything, Parking

5 to 10 minute walk to all Portland has to offer; restaurants, breweries, galleries, shops, and famers markets. We are located in a vibrant, safe, and transitional neighborhood. Steps from Portland's Arts district + Congress Street, (Portland Public Market, Broken Arrow, Regards, Portland School of Art). Home to Batson River Brewing & Distilling, Banded Brewing, ISA, Wilson BBQ. Short walk to downtown and the Old Port. Just park your car and leave it for the duration of your stay.

Guest favourite

Rental unit in Downtown Portland

4.83 out of 5 average rating, 440 reviews

Walk-able Portland Studio

NEWLY RENOVATED! Cozy studio apartment in a historic building, located in Portland's East End Neighborhood. This location can't be beat! The Space features original hardwood floors, and large windows, subway tiled shower and thoughtful decor. Portland Food Co-Op is directly next door, as is the Walgreen's. Walking distance to Eventide, Honey Paw, Duck Fat, Hugos, Little Woodfords, LB Kitchen, Washington Ave Breweries and Distilleries and Old Port shopping district.

Guest favourite

Rental unit in East End

4.93 out of 5 average rating, 579 reviews

Adorable getaway on the Eastern Promenade

Lovely third-floor apartment on the East End just steps from the glorious Eastern Promenade. Cozy and cute, this adorable spot resides in the neighborhood which boasts the best restaurants, breweries, and coffee shops in the city all within walking distance. On a quiet residential street, there is plenty of on-street parking. This apartment is on the 3rd floor of the house . **Please note that the last 9 steps leading up to the apartment are quite steep.

Guest favourite

Rental unit in East End

4.82 out of 5 average rating, 201 reviews

Beachy 1BR Atop Munjoy Hill+Steps to Eastern Prom

Beach vibes in this cozy space make for a comfortable home base while you explore Portland's Munjoy Hill neighborhood. The apartment is situated in the East End, a short walk to the Eastern Promenade, local grocery, great restaurants and bakeries. Head to the East End Beach, or paddle to the islands in Casco Bay. Walk to the Old Port from this quiet neighborhood in 15 minutes or head over to Washington Ave, for amazing food, distilleries and breweries!

Guest favourite

Guest suite in South Portland

5 out of 5 average rating, 190 reviews

Bright Guest Studio Near Lighthouses and Beach

This bright guest studio is steps from the Greenbelt Walkway. Walk (within 10 mins) to two lighthouses, Willard beach, Bug Light Park, Scratch Bakery, Willard Scoops ice cream and a variety of restaurants. Portland is an 8 minute drive or 20 minute bike over the bridge. The space is minimal, bright and airy with windows surrounding, an elevated bed with comfy queen mattress, fully equipped kitchen, washer/dryer and cozy couch for lounging.

Guest favourite

Guest suite in East End

4.92 out of 5 average rating, 216 reviews

Gorgeous Studio 2 Blocks from Eastern Prom!

Located in Portland's trendy East End and within walking distance to the Old Port and Downtown, this beautiful studio is only 2 blocks from the Eastern Promenade and Casco Bay! You will have the Unit entirely to yourself with its own entrance, air conditioning, kitchenette, queen sized bed and an additional pull out single. Easily walk to all of the cool breweries, great restaurants, coffee shops, and night life! Welcome to Portland!

Guest favourite

Guesthouse in Cape Elizabeth

4.98 out of 5 average rating, 151 reviews

Newly built private guest suite off Shore Road

Newly built cozy above-garage guest suite with private entrance on dead end street. Bright & airy space, thoughtfully designed in charming, cozy neighborhood full of young families. Access to large network of trails in the 200 acre Land Trust and walking distance to beautiful cobblestone beach. Conveniently located to the shops and restaurants in town and minutes from the iconic Portland Head light located in Fort Williams park.

Guest favourite

Rental unit in West End

4.97 out of 5 average rating, 373 reviews

Large Sunny Apartment Near Downtown/Arts District

Quiet neighborhood, quick walk to downtown Portland. Short drive to beautiful sandy beaches. Newly furnished *3RD FLOOR* apartment. Spacious rooms with mansard roof ceilings. Washer and dryer. Off street parking for one car. Clean and well maintained. We happily welcome guests, but if you or someone in your group has difficulty with stairs this *3rd floor* apartment may not be the best fit for you or your group.

Guest favourite

Guesthouse in Windham

4.99 out of 5 average rating, 234 reviews

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

Vacation rentals for every style

Get the amount of space that is right for you.

Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Portland vacation rentals

Free parking on premises

Air conditioning

Stay near Portland's top sights

The Maine Mall86 locals recommend

Peaks Island176 locals recommend

Portland International Jetport50 locals recommend

Fort Williams Park229 locals recommend

Portland Harbor Museum346 locals recommend

Allagash Brewing Company156 locals recommend

Other great vacation rentals in Portland

Guest favourite

Rental unit in East End

4.93 out of 5 average rating, 126 reviews

Heart of East End/Munjoy Hill- quiet and central!

Guest favourite

Rental unit in Portland

4.79 out of 5 average rating, 324 reviews

Studio w/ Patio, Sauna & Onsite Massage

Guest favourite

Home in Hollis

4.98 out of 5 average rating, 374 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Rental unit in Portland

4.89 out of 5 average rating, 302 reviews

Charming Downtown 1BR w/ Parking, Walk to Old Port

Guest favourite

Tiny homes in Portland

4.96 out of 5 average rating, 424 reviews

The Garden Cabin Tiny Home

Guest favourite

Guest suite in Scarborough

4.98 out of 5 average rating, 143 reviews

Beautiful, private apartment!! Great location!

Guest favourite

Home in Portland

4.95 out of 5 average rating, 304 reviews

Explore Portland from a 18th-Century Victorian

Guest favourite

Condo in Portland

4.86 out of 5 average rating, 352 reviews

Back Cove - Sunny 2nd Floor Condo

Quick stats about vacation rentals in Portland

Total rentals
1.5K properties
Total number of reviews
153K reviews
Family-friendly rentals
780 properties are a good fit for families
Pet-friendly rentals
390 properties allow pets
Rentals with a pool
60 properties have a pool
Rentals with dedicated workspaces
750 properties have a dedicated workspace

Destinations to explore