Vacation rentals in Portland, ME

1534 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Portland, ME vacation rentals
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

Best Vacation rentals and Airbnb offers in Portland, ME

Best Portland, ME vacation rentals with a balcony

Willard Square Family Home - Portland, ME
9.6 10 reviews

Willard Square Family Home

apartment, South Portland
This South Portland vacation rental, located in the Willard neighborhood, offers easy walking access to Willard Beach and is minutes from Scratch Bakery & Willard Scoops.
The 1,320-square-foot apartment sleeps six guests comfortably, boasting three bedrooms, two bathrooms, a fully equipped kitchen (including a dishwasher), and a terrace; beach equipment is provided for guest use.
Pet Friendly 3-bedroom House In Tranquil Scarborough With Ac - Portland, ME
No reviews

Pet Friendly 3-bedroom House In Tranquil Scarborough With Ac

apartment, Scarborough
This pet-friendly vacation home in Scarborough is located near a golf course and beach, just a 2-minute drive to Big 20 Bowling Center and a 3-minute drive to Len Libby Chocolates.
This 900 sq ft rental accommodates up to 6 guests with 3 bedrooms, 1 bathroom, a full kitchen, air conditioning, Wi-Fi, a private garden, and terrace, plus access to an on-site fitness center and nearby laundromat.
South Portland  Beach Area Rental - Portland, ME
9.0 2 reviews

South Portland Beach Area Rental

apartment, South Portland
This South Portland condo offers unbeatable proximity to Willard Beach, just steps from the shoreline, and is a short walk to local cafes and downtown Portland, with convenient dedicated parking. This 1-bedroom, 1-bathroom unit accommodates 2 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, and a terrace/balcony, with opportunities for motor boating, fishing, and swimming nearby.
Peaceful Oasis On Munjoy Hill 2nd Flr 3br Parking - Portland, ME
9.8 6 reviews

Peaceful Oasis On Munjoy Hill 2nd Flr 3br Parking

apartment, Portland
This 3-bedroom apartment in Portland is located on Munjoy Hill, a 13-minute walk from East End Beach and near the Portland Observatory and Merrill Auditorium.
This spacious 1570 sq ft unit accommodates up to 10 guests with a full kitchen, WiFi, on-site parking, and garden views, located 3.7 miles from Portland International Jetport Airport.

Search Family Vacation Rentals in Portland, ME

These family-friendly vacation rentals in Portland, ME offer spacious layouts and easy access to local beaches.

A Coastal Cottage Steps From Pine Point Beach! - Portland, ME
10 11 reviews

A Coastal Cottage Steps From Pine Point Beach!

cottage, Scarborough
This Pine Point cottage in Scarborough, Maine, is conveniently located near Old Orchard Beach and offers easy access to attractions like Aquaboggan Water Park and the Old Orchard Beach Pier.
This 900-square-foot vacation home features two bedrooms, one bathroom, in-unit laundry, and a modern kitchenette, comfortably accommodating up to six guests and including parking, beach chairs, and toys.
3 Br Retreat / Perfect For Families. - Portland, ME
10 13 reviews

3 Br Retreat / Perfect For Families.

apartment, Portland
This newly renovated, family-friendly 3-bedroom apartment in Portland is located directly across from Capisic Pond and Brook Trail, offering peaceful walks and is less than 10 minutes from downtown.
This residence accommodates up to 6 guests with a King, Full, and two Twin beds, plus a pack-and-play, and features a fully stocked kitchen with specialized coastal culinary gear, spa-quality linens, and on-site parking.
Back Cove Views - Portland, ME
9.4 101 reviews

Back Cove Views

apartment, Portland
Back Cove Views is a two-bedroom apartment in Portland, Maine, offering stunning views of Back Cove and is situated within a 15-minute drive of both Funtown Splashtown USA and Aquaboggan Water Park.
The 9,690-square-foot apartment comes equipped with a fully equipped kitchen, free WiFi, and a flat-screen TV with streaming services, perfect for families or groups of friends looking for a comfortable and spacious stay in Portland.
*Ocean Views*150 Yds To Beach*hot Tub*8 Min To Dt* - Portland, ME
9.9 14 reviews

*Ocean Views*150 Yds To Beach*hot Tub*8 Min To Dt*

apartment, South Portland
This South Portland rental is just 150 yards from Willard Beach and a short walk to Willard Square, making it easy to explore the area's attractions. The apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
This spacious home features four bedrooms and two and a half bathrooms, comfortably accommodating up to 11 guests. Enjoy modern amenities like free Wi-Fi, heated floors, air conditioning, and a gas fireplace, as well as a gourmet kitchen, a rooftop deck with a hot tub, and a private garden.

Frequently Asked Questions about vacation rentals in Portland, ME

  • Which neighborhood in Portland, ME should you consider for a vacation rental?

    The Old Port is a great option for a vacation rental, with its proximity to the waterfront, restaurants, and shops. If you prefer a quieter setting, consider the West End, with its charming Victorian homes and easy access to parks and the waterfront.
  • What are the best Airbnb and vacation rentals in Portland, ME?

    Inn At Parkspring 5 | Self Check In | Parking, Beautiful Bright Oasis - Balcony & Parking and Private Hill Top Apartment/w One Car Driveway are the most popular Airbnb and vacation rentals in Portland, ME among travelers.

  • What are the top family-friendly attractions in Portland, ME?

    The Portland Museum of Art offers engaging exhibits for all ages. The Children's Museum & Theatre of Maine is a great place for kids to explore and learn through play. And for a fun day outdoors, head to the Eastern Promenade, a park with walking trails, playgrounds, and scenic views.
  • What are the most popular Airbnbs in Portland, ME?

  • When is the best time to book a vacation rental in Portland, ME?

    Book your vacation rental in Portland in advance, especially if you're planning to visit during peak season, which runs from June to August. You'll have a wider selection of properties and better rates if you book early.
  • What are the best vacation rentals with a pool in Portland, ME?

  • What events or festivals should visitors check out in and around Portland, ME?

    The Maine Lobster Festival in Rockland is a must-see in August, with delicious seafood and live entertainment. In September, the Portland Food & Wine Festival offers a chance to sample local cuisine and beverages. And for a festive atmosphere, the Christmas by the Sea celebration in December features holiday lights, music, and crafts.
  • What are the best rentals for families and kids in Portland, ME?

  • What are the best walking or cycling routes in Portland, ME?

    The Eastern Promenade Trail offers stunning views of the city and harbor. The Eastern Promenade Trail is a popular choice for both walking and cycling. For a longer ride, try the Eastern Promenade Trail, which connects to the city's network of bike paths.
  • What are the best rentals or Airbnbs with a jacuzzi in Portland, ME?

  • Are there pet-friendly attractions in Portland, ME?

    Many parks in Portland are pet-friendly, including the Eastern Promenade and Deering Oaks Park. The Portland Museum of Art is also pet-friendly, allowing well-behaved dogs on leashes in designated areas.
  • What are the top sports attractions and facilities in Portland, ME?

    The Cross Insurance Arena is home to the Portland Pirates hockey team. The Portland Sea Dogs, a minor league baseball team, play at Hadlock Field. And the University of Southern Maine offers various athletic facilities, including a track and field stadium and a swimming pool.

Popular destinations

Best Portland, ME vacation rentals with parking

Elegant Condo - Walk To Portland's Best Restaurants & Old Port - Portland, ME
9.4 81 reviews

Elegant Condo - Walk To Portland's Best Restaurants & Old Port

apartment, Portland
This East Bayside apartment is located a half-mile north of the Old Port, offering proximity to Fore Street, Eventide Oyster Co., and Duckfat, as well as the Casco Bay Lines ferry terminal and the Portland Observatory.
This 1210 sq ft condo sleeps 4 guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, cable TV, free WiFi, and parking, with opportunities for kayaking and sailing nearby.
Beautiful Peaks Island 3 Bedroom - Portland, ME
9.7 22 reviews

Beautiful Peaks Island 3 Bedroom

apartment, Portland
This charming 3-bedroom home is located on Peaks Island, a short 15-minute ferry ride from Portland, Maine. It's a 6-minute walk from the ferry landing and within easy reach of the island's restaurants, shops, and beaches. The apartment consistently receives excellent ratings for user experience, location, and cleanliness.
The home features two bathrooms, comfortably accommodating up to 8 guests. Enjoy a peaceful escape with amenities like a private backyard, deck, grill, jacuzzi, and air conditioning.
Luxury Condo In Downtown Portland Old Port - Portland, ME
9.8 190 reviews

Luxury Condo In Downtown Portland Old Port

apartment, Portland
This luxury condo is located in Portland's Old Port district, just steps away from restaurants, the Portland Museum of Art, and the State Theatre. This vacation rental has excellent user, location, and cleanliness ratings, making it a highly recommended choice for travelers. The apartment is designed for two guests and includes a well-utilized space with built-in closets and cabinets, a fold-away kitchen table, and a private patio. Amenities include WiFi, a bar area, a TV, air conditioning, heated floors, a double-head shower, a shared garden space, a coin-operated laundry, and keyless entry.
Portland 1 Bedroom Condo In The Arts District. - Portland, ME
9.8 195 reviews

Portland 1 Bedroom Condo In The Arts District.

apartment, Portland
This Peninsula-located Portland apartment offers a first-floor unit in a red brick Victorian building, steps from the Arts District's restaurants, theaters, and museums.
The one-bedroom, one-bathroom rental features a fully equipped kitchen, a dedicated workspace, a queen-size bed, and on-street parking near a garage one block away, comfortably accommodating two guests.

Check Out Vacation Rentals with a Pool in Portland, ME

Complement your beach days with a dip in the pool at these premier vacation rentals in Portland, ME.

Luxury Retreat In Back Cove | 10 Min To Downtown - Portland, ME
10 99 reviews

Luxury Retreat In Back Cove | 10 Min To Downtown

apartment, Portland
This studio apartment is located in the Back Cove neighborhood of Portland, a quiet residential area just a 5-minute drive from downtown. It's rated excellent for location, cleanliness, and user experience. The apartment has a spacious open floor plan and can comfortably accommodate two guests. It features a king-sized bed, a marble rain shower, a soaking tub, heated slate floors, a well-equipped kitchenette, and designer furnishings.
Portland Pool House - Minutes To The Old Port! - Portland, ME
No reviews

Portland Pool House - Minutes To The Old Port!

house, Portland
This Portland vacation home is located a short distance from the Old Port, 2.7 miles from the Portland Observatory, and 3.2 miles from Merrill Auditorium.
This 2150 sq ft, 2-bedroom, 2-bathroom rental accommodates up to 11 guests and features air conditioning, a kitchen, free WiFi, free private parking, and a private swimming pool with a terrace offering garden views.
"Good Vibes" 4 Wonderful Seasons @ Portland Home! - Portland, ME
9.9 167 reviews

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

apartment, Portland
This Portland home is conveniently located just a 10-minute Uber ride from downtown, putting you close to restaurants, breweries, and wineries. It boasts excellent ratings for location, cleanliness, and overall user experience. This spacious house can accommodate up to 8 guests and features 3 bedrooms and 1 bathroom. Enjoy a fully equipped kitchen, a private pool, and a large fenced-in yard perfect for relaxing and entertaining.
Oceanfront Castle Estate And Private Beach - Portland, ME
No reviews

Oceanfront Castle Estate And Private Beach

castle, Cape Elizabeth
This historic castle estate is located on 14 oceanfront acres in Cape Elizabeth, just 8 minutes from Portland's Old Port district.
This 6-bedroom, 7-bathroom castle accommodates 12 guests and features an oceanfront conservatory, a private tidal beach, a seasonal heated pool, and a five-seat golf cart for exploring the grounds, with optional private chef services available.

Browse Waterfront Vacation Rentals in Portland, ME

Discover beautiful beach towns with these seaside vacation rentals in Portland, ME, perfect for relaxing near the coast and exploring the shore.

Superb Location! Heart Of Old Port-spacious Apartment - Portland, ME
9.8 29 reviews

Superb Location! Heart Of Old Port-spacious Apartment

apartment, Portland
Sunny Future Conscious Home In Portland - Portland, ME
10 1 review

Sunny Future Conscious Home In Portland

apartment, Portland
Portland Island View 2br Apt.
Views Of Casco Bay - Portland, ME
9.9 122 reviews

Portland Island View 2br Apt. Views Of Casco Bay

apartment, Portland
"The Cottage" On Peaks Island - Portland, ME
9.8 95 reviews

"The Cottage" On Peaks Island

apartment, Portland

Compare Luxury Vacation Rentals in Portland, ME

Premium waterfront rentals in Portland, ME combine upscale design with refined service for a truly superior getaway.

Peaceful Oasis On Munjoy Hill -2nd Flr/3br+parking - Portland, ME
9.9 665 reviews

Peaceful Oasis On Munjoy Hill -2nd Flr/3br+parking

apartment, Portland

Discover Vacation Rentals with Saunas in Portland, ME

Maximize your recovery with an on-site sauna, a standard feature at these premier Portland, ME vacation rentals.

Forest City Oasis And Spa - Portland, ME
No reviews

Forest City Oasis And Spa

apartment, South Portland
Studio W/ Patio, Sauna & Onsite Massage - Portland, ME
9.6 400 reviews

Studio W/ Patio, Sauna & Onsite Massage

studio, Portland
Sauna - Spacious And Centrally Located! Two Connected Apartments- Sleeps 11 - Portland, ME
10 1 review

Sauna - Spacious And Centrally Located! Two Connected Apartments- Sleeps 11

apartment, South Portland
Sopo Abode - Portland, ME
9.8 213 reviews

Sopo Abode

apartment, South Portland
©2026 cozycozy.com