Vacation rentals in Portland

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Portland

  • Total vacation rentals

    Explore 1,570 vacation rentals in Portland

  • Nightly prices starting at

    Portland vacation rentals start at $30 per night before taxes and fees

  • Verified guest reviews

    Over 197,670 verified reviews to help you choose

  • Family-friendly vacation rentals

    840 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 490 rentals that welcome pets

  • Vacation rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    740 properties have a dedicated workspace

  • Wi-Fi availability

    1,530 of Portland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Portland rentals

  • 4.9 Average rating

    Portland stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Portland's top spots, include Peaks Island, Crescent Beach State Park, and Portland Museum of Art

Top-rated vacation rentals in Portland

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

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Top guest favorite
An inviting entryway is presented under a large, sloping roof supported by exposed wooden beams. Comfortable seating is arranged on the porch, with decorative pumpkins placed on the ground. Pathways made of stones lead to the entrance, surrounded by a tranquil natural setting.
Cottage in Biddeford

Secluded Coastal Home & Cottage 3 Minutes to Beach

Escape to Thistle Pond Cottage, a peaceful coastal retreat in southern Maine. Nestled on 2 acres with pond views, lush gardens, and local wildlife, it’s minutes from beaches and Portland. Every stay begins with homemade bread from our kitchen and thoughtful, locally sourced welcome accompaniments. Weather and seasonal permitting, guests may occasionally savor a host-prepared wood-fired pizza made with fresh garden ingredients. Cozy, bright, and full of garden-to-table charm and seasonal delight.

ValueLocationAccuracy

5.0 out of 5 average rating, 111 reviews
Guest favorite
A charming coastal home is showcased with light-colored siding and a bright blue front door. Surrounding greenery includes tall trees and manicured shrubs. The property is set back from a grassy area, adding to its inviting curb appeal.
Home in Falmouth

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

LocationValueIndoor spaces

4.9 out of 5 average rating, 334 reviews
Top guest favorite
A bright bedroom features a spacious bed dressed in a floral quilt with decorative pillows. Large windows are adorned with sheer curtains, allowing natural light to fill the room. Two bedside tables with lamps complement the cozy atmosphere.
Apartment in Portland

Quiet Comfy Victorian Escape

Spend your vacation, work-trip, or weekend getaway in this lovely renovated cozy 2 bedroom unit. Apartment 2 is located on the second floor of a three family house where you have access to all the modern appliances: refrigerator, W/D, microwave and TV in the living room. A brand new queen bed each bedroom, with seat in cozy seating in the living room. Located in the very central Oakdale neighborhood, this unit is steps from Deering Park, Sea Dogs stadium, USM Law School and Portland's Old Port.

ValueFamilyParking

4.97 out of 5 average rating, 230 reviews
Top guest favorite
A serene vista showcases the city skyline reflected in calm waters, framed by lush green grass and trees. The scene captures a tranquil moment, inviting viewers to appreciate the natural beauty and urban blend surrounding the space.
Home in Portland

Top Deck - Portland Property with Views!

Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10-12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020

ValueLocationAccuracy

4.92 out of 5 average rating, 308 reviews
Top guest favorite
The exterior of a post and beam cottage is shown, featuring a light wood facade and a brown shingled upper section. Two black Adirondack chairs are placed on a wooden deck, accompanied by potted plants. Large windows offer a view of the forested surroundings under a partly cloudy sky.
Cottage in Pownal

Dreamy Post&Beam Hideaway Near Portland & Freeport

Escape to a dreamy timber-frame cottage tucked in Maine’s woods! Soaring beams, radiant-heated floors, a king loft bed, and a crackling fire pit await. Sip coffee on one of the two decks, hike Bradbury Mountain (3 minutes away), shop Freeport (10 minutes away), or dine in Portland (20 minutes away)—then return to your cozy hideaway under the stars. Full kitchen, vaulted ceilings, radiant heat floors, private driveway, fire pit and peaceful forest views make it the perfect year-round retreat.

FamilyValueQuiet

4.99 out of 5 average rating, 487 reviews
Top guest favorite
Cottage in Portland

4br2ba House+parking@PeacefulOasis on Munjoy Hill

This standalone 1500sf 3-story cottage is set in an ideal location, close to the Eastern Prom, cafes, award-winning restaurants, breweries and the Old Port. -Main floor: well-equipped kitchen + open concept living/dining room -Upper floor: 3BR (1 queen, 1 full, 1 twin) + bath -Garden level: 1BR/1 bath (queen) with private entrance - Off-street parking for 1 car This charming home @ A Peaceful Oasis offers plenty of space, privacy & comfort, making it the perfect home base for your stay.

ValueLocationHospitality

4.97 out of 5 average rating, 310 reviews
Top guest favorite
Treehouse in Pownal

The Copper Fox Treehouse

Named the 10th most spectacular tree house in the world by the BBC Featured in the book: Modern Tree Houses by Taschen Airbnb's Most wishlisted property in Maine in 2025! Come experience the whimsy and craftsmanship of this red fox head shaped treehouse for yourself. The magic of this wild adventure awaits you in the treetops... Come to relax, explore and make lasting memories your family and friends will talk about for years. Follow our journey on IG at @thecopperfoxtreehouse

ValueFamilyDecor

4.99 out of 5 average rating, 207 reviews
Top guest favorite
An open dining area features a round wooden table surrounded by blue chairs. A comfortable living room area is visible, with a gray sofa and art on the walls. Large windows allow natural light to brighten the space, enhancing the modern design.
Apartment in Portland

Harborview - Curated East End Escape w/ Parking

Harborview is a newly renovated, top-floor apartment perched on the edge of Munjoy Hill in Portland's East End. This home is a short stroll to the Eastern Promenade and the East End Beach, the Casco Bay Islands Ferry Terminal, and the historic Old Port. The apartment features a spacious open kitchen, dining, and living room floor plan adjoined by a large private deck. It's the perfect spot to gather, relax, and dine while enjoying the breathtaking views of Casco Bay!

FamilyLocationSleep quality

4.99 out of 5 average rating, 158 reviews
Top guest favorite
A common area is depicted, featuring a spacious couch adorned with yellow pillows. A light wood coffee table is centered on a striped rug. Natural light flows through large windows, illuminating a dining table with several wooden chairs, complemented by a cozy décor.
Apartment in Portland

Bright and cozy Munjoy Hill neighborhood apartment

Bright and cozy apartment in Portland's Munjoy Hill neighborhood with private backyard deck. Short walk (like a minute!) to neighborhood bagels, coffee, breweries, beach, playgrounds, restaurants and 15 minute walk to the Old Port & Downtown. Ample/free street parking available. Our family of four lives upstairs, our home is surrounded by flower gardens and located on the Portland Trail system. We welcome all folks of all backgrounds to our home and neighborhood!

ValueFamilyComfort

4.97 out of 5 average rating, 529 reviews
Top guest favorite
A modern lounge area is highlighted by large skylights, allowing abundant natural light to fill the space. A sleek, white sectional is complemented by colorful accent pillows and a patterned area rug. Exposed brick walls add an element of rustic charm, with scenic views of the harbor visible through the glass.
Apartment in Downtown Portland

Old Port Penthouse Suite - Amazing Harbor Views

CO2024-01992 Private Old Port Penthouse w/Breathtaking Views + Your Own Cupola. Quiet + Secure. Gorgeous contemporary suite full of light located right across from the working waterfront. Lobster and seafood off the boat is 100 meters from your front door. Watch the ferries to the islands from the cupola. Smell the salt air from your private deck. Welcome to Portland! Please note: animals (including assistance animals) not allowed due to owner's health.

FamilyLocationLaundry

4.97 out of 5 average rating, 328 reviews
Top guest favorite
An urban scene in Portland's Arts District features historic brick buildings with large windows. Colorful banners showcasing art design hang from lamp posts, while greenery from nearby trees adds a vibrant touch. The image captures the local atmosphere, highlighting the blend of culture and community.
Loft in Downtown Portland

Central Arts District Studio with Free Parking

2026 City of Portland registration STHR 000854 Enjoy the quieter end of Oak Street in the heart of Portland's Arts District. Abundant dining, shopping, galleries and museums are steps from this home-away-from-home studio apartment. This is a perfect space for couples, solo adventurers and business travelers. Easily walk to everything the peninsula has to offer from this centrally located studio apartment! Free off-street parking for one car available.

FamilyValueLong stay

4.94 out of 5 average rating, 785 reviews
Top guest favorite
The exterior of the A-frame cabin is showcased, featuring a unique wooden facade and metal roof. Sunlight streams through tall triangular windows, illuminating the surrounding wooded area. A gravel path leads to the entryway, enhancing the cabin's connection to nature.
Cabin in Freeport

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for couples, small families, or a getaway with friends, our signature A-frame features soaring ceilings, oversized windows, a cozy gas fireplace, and thoughtfully designed interiors. • This cozy 1,100-square-foot space sleeps four in two bedrooms—one King and one Queen—with a shared bathroom. • 7 minutes to downtown Freeport. • Proud to be ranked in the top 1% of eligible homes and recognized as a Guest Favorite on Airbnb.

ValueLocationBackyard

5.0 out of 5 average rating, 161 reviews

Popular amenities for Portland vacation rentals

What Airbnb hosts recommend seeing in Portland

Find unforgettable activities and unique points of interest near you. Our hosts share their favorite things to do and must-visit places to see in Portland.

Monhegan Island

Historic island with hiking trails, an artist community, and dramatic cliffs

Summarized by AI

On Monhegan Island you can hike 9–20 miles of trails through forest “fairy woods,” seabird habitat to 150-foot ocean cliffs, a lighthouse, and swimming coves. Wander the car‑free dirt roads lined with lobster traps into the village for gift shops, a general store, cafes, and the Monhegan Museum of Art & History. Visit artists’ studios, galleries, and the crafts co‑op in the art colony, then refuel with seafood on Fish Beach and beer at Monhegan Brewing. The ferry ride adds open‑ocean views and chances to spot whales, porpoises, or puffins.

Mentioned by 137 local hosts
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Pine Point Beach

Expansive sandy beach with a tranquil vibe, perfect for long walks, swimming, and exploring sandbars

Summarized by AI

At Pine Point Beach you can spread out on a long, soft, sandy shoreline that’s great for swimming, sand play, and quiet walks along the ocean. Explore the large sandbar at low tide, or enjoy warmer, swimmable water and gentle waves at high tide. You’ll find a designated parking lot, paid parking, public restrooms, outside showers, and a small snack shack/concession in summer. Walk for miles toward Old Orchard Beach, or wander the quieter end by the river inlet and dunes.

Mentioned by 97 local hosts
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Coastal Maine Botanical Gardens

Expansive botanical garden offering themed gardens, woodland trails, and whimsical troll sculptures

Summarized by AI

Spend the day exploring hundreds of acres of ornamental gardens, children’s and sensory gardens, native wildflowers, impressive waterfalls, stonework, and miles of waterfront and woodland trails. Kids can hunt for giant wooden troll sculptures, visit the Native Butterfly House, play in the Bibby and Harold Alfond Children’s Garden, and even build fairy houses in the woods. Enjoy on-site cafés with lunch, snacks, and adult beverages, plus art exhibits, a great gift shop, and the seasonal Gardens Aglow/Festival of Lights. Check the website for hours, bloom updates, timed tickets, reservations, and animal policies.

Mentioned by 333 local hosts
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Willard Beach

Charming sandy beach with scenic views, dog-friendly hours, and nearby local eateries

Summarized by AI

At Willard Beach you can spread out on the soft sand, swim in the famously cold and refreshing Casco Bay water, or just sit and watch boats coming and going with views of Cushing Island, Peak’s Island, Ram Island Light, and Portland Head Light in the distance. Launch a kayak or paddle board, let kids enjoy the playground, and grab ice cream, hot dogs, or snacks at the seasonal snack bar. Dog lovers can visit during off-leash hours for an easygoing, local scene. From the beach, follow the walking path along the shore to Spring Point Ledge Light, or wander to nearby Willard Square for Scratch Bakery and other local shops.

Mentioned by 337 local hosts
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Popham Beach, Phippsburg

Expansive sandy beach with tidal pools, island walks, and scenic views

Summarized by AI

At Popham Beach State Park you get a wide, white-sand beach with great swimming, body surfing, and long walks, plus changing rooms, real bathrooms, solar rinse-off showers, and charcoal grills. Visit at low tide for huge sandbars, tidal pools ideal for toddlers, and the chance to walk out to Fox Island and other nearby islands—just watch the tide charts and rip currents. Kids can build sandcastles, explore driftwood, and look for tidepools. Nearby, pair your beach day with Fort Popham or local spots like Spinney’s Restaurant and Winnegance Restaurant and Bakery.

Mentioned by 19 local hosts
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Reid State Park

Scenic park with sandy beaches, tidal pools, hiking trails, and picnic areas

Summarized by AI

At Reid State Park you can stretch out on rare long sandy beaches like Mile and Half Mile, walk over a mile of shore, and choose between big surf, cold ocean swimming, or a calmer, slightly warmer tidal lagoon. Explore rocky cliffs and tidepools, climb driftwood structures, hike peaceful wooded trails, and watch seabirds around the salt marshes and dunes. Pack a picnic for the shady tables or grills, let kids scramble on rocks, and rinse off in the clean bathrooms, changing rooms, and showers.

Mentioned by 217 local hosts
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When is the best time to visit Portland?

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Frequently Asked Questions

  • What are the best places to stay in Portland?

    Explore the Old Port for historic brick streets and harbor views, or look to the West End for charming architecture and tree-lined avenues. Munjoy Hill is often recommended for its relaxed vibe and proximity to cafes and green spaces.

  • What are the best things to do in Portland with kids?

    Families often explore the Children's Museum and Theatre of Maine, enjoy hands-on marine exhibits at the local science center, or picnic in one of the city’s waterfront parks. Lighthouse visits and ferry rides are also frequently suggested for all ages.

  • What are some of the best things to do in Portland?

    Wander the Old Port’s cobblestone streets, explore art at the Portland Museum of Art, and sample locally rooted seafood at the city’s markets. The Eastern Promenade draws many for bay views and walking paths.

  • How is the weather in Portland?

    Portland has chilly winters near 16–32°F (-9–0°C) with frequent snowfall, while summers are mild with highs around 80°F (26°C) and comfortable evenings. Spring and autumn are often cool and can bring rain, so packing layers is recommended.

  • What are the best places to visit in Portland?

    Explore the Portland Head Light, wander the Old Port district, and take in displays at the Portland Museum of Art. The Eastern Promenade is also frequently suggested for its scenic bay views.

  • What are some hiking trails in Portland?

    The Eastern Promenade has popular walking and biking trails overlooking Casco Bay, while Evergreen Cemetery’s woodland paths blend history and nature. Baxter Woods is also frequented for its shaded trails and birdwatching spots.

  • What are some family activities we can do in Portland?

    Families often visit the Children's Museum and Theatre of Maine, explore hands-on science exhibits, or enjoy boat rides around the harbor. Public parks and seasonal outdoor concerts are also welcoming for all ages.

  • What are some of the best day trip ideas from Portland?

    Consider exploring nearby islands in Casco Bay, relaxing on local beaches, or visiting state parks just outside the city. Lighthouses and small coastal towns around Portland frequently draw visitors seeking New England charm.

  • Are there any pet friendly accommodations available in Portland?

    Pet-friendly vacation rentals can be found in many neighborhoods such as Munjoy Hill, West End, and areas near the waterfront. Parks and walking trails nearby make it convenient to explore with your pet.

  • What are some local tips for visiting Portland?

    Dressing in layers is helpful due to changing coastal weather, and comfortable shoes are useful for walking the city’s brick streets. Weekdays or early mornings in the Old Port can feel quieter compared to weekends.

  • What is Portland known for?

    Portland is known for its vibrant food scene, working waterfront, and historic architecture. The city’s lighthouses, arts community, and scenic harbor are also well recognized.

  • What are the best hidden gems to explore in Portland?

    Discover Fort Gorges on an island in Casco Bay, browse artisan studios in the East End, or explore the quiet trails of Baxter Woods. Small galleries and local coffee shops around Munjoy Hill add to the city’s creative spirit.

  • What are the best foods to try in Portland?

    Portland is known for fresh lobster rolls, clam chowder, and baked goods from local bakeries. Many enjoy tasting locally made cheeses, craft beers, and seasonal seafood at neighborhood markets and restaurants.

  • What should I bring for a trip to Portland?

    Pack layers for shifting coastal weather, a rain jacket, and comfortable shoes for city walks. A warm hat and gloves are helpful from autumn through early spring, especially along the waterfront.

  • What is the nightlife in Portland like?

    Portland has lively breweries, live music venues, and bars clustered in the Old Port and Arts District. Locally owned restaurants and performance spaces often set a welcoming evening scene.

  • What are the most popular events or festivals in Portland?

    Portland has several well-known events, including local seafood celebrations, arts festivals in neighborhoods like the Old Port, and summer concerts on the waterfront. Holiday markets and music gatherings are frequently suggested, especially in warmer months. Community spaces often host seasonal programming.

  • Are there family friendly vacation rentals in Portland?

    Many vacation rentals around Portland are suitable for families, with options in neighborhoods such as Munjoy Hill, the West End, and areas near local parks. Some homes feature multiple bedrooms and easy access to family attractions.

  • When is the best time to visit Portland?

    Late spring through early fall is often recommended, with milder temperatures and active waterfront events. Fall foliage draws many visitors, while winter brings a quieter city atmosphere and seasonal festivities.

All about Portland

Perched along the dramatic slate-gray waters of the Atlantic Ocean, where gulls wheel and whitecaps dot the surf, Portland is quintessential Maine combined with the allures of a metropolis. Established as a booming port town by traders and fishermen, Portland is now the state’s biggest city. Here you can tread cobblestone streets, visit historic lighthouses, and dine on lobsters hauled from the nearby waters. But you’ll also find top-notch museums and galleries, boutique shopping, and a celebrated foodie scene that boasts award-winning restaurants and a thriving microbrew culture. New and old Maine commingle comfortably here, where you can enjoy the best of both worlds.

What are the top things to do in Portland?

Portland Head Light

The Portland area is home to several historic lighthouses, but the Portland Head lighthouse is the undisputed heavyweight. Construction began in 1790, making it the oldest in the state. Visitors can tour the quaint lighthouse and its grounds, which include the former keepers’ house, now repurposed as a museum. Take in the sweeping vista, which includes views of four more lighthouses and the possibility of watching lobstermen pulling their traps from the bay, before taking a scenic stroll through Fort Williams, the 90-acre park in which the lighthouse resides.

Casco Bay and the Calendar Islands

Hop on a ferry (or charter a water taxi) to tour the photogenic Calendar Islands, clustered in grand Casco Bay. You can experience small-town Maine life here. Teensy Cliff Island has fewer than 60 year-round residents and a small schoolhouse. Peaks Island offers four miles of uninterrupted coastline and historical sites such as a World War II artillery bunker. Tonier Great Diamond Island, where a private community has been installed within the refurbished military buildings of historic Fort McKinley, boasts upscale dining. Don’t have time to set ashore? Casco Bay Lines, the island ferry service, offers speciality cruises that will afford you a sailor’s-eye view of the islands and dazzling bay.

Old Port District

Travel back in time in this quaint maritime neighborhood that still looks very much the way it did in the early 19th century. Narrow cobblestone streets and historic brick warehouses lend the enclave its cozy feel, but that’s where the frozen-in-time vibe ends. The restored Old Port District, which is on the National Register of Historic Places, is home to quirky boutiques, inventive eateries, and brewpubs. You’ll find many of these offerings on buzzy Exchange Street.

Destinations to explore