Villas and Holiday homes in Portland, ME

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Portland, ME holiday homes
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128 Villa rentals in Portland, ME

Best Portland, ME villas and holiday homes with air conditioning

Oasis In East Bayside —2 Bedroom Home - Portland, ME
10 44 reviews
Portland, ME
09/10 – 12/10
£379/nighttotal: £1137 (3 )

Oasis In East Bayside —2 Bedroom Home

2 3
house , Portland
This Portland, Oregon apartment is conveniently located a short walk from restaurants and breweries, and within easy reach of the beach, offering a prime position in a desirable neighbourhood.
The two-bedroom, one-bathroom flat sleeps four guests and boasts a fully equipped kitchen, private parking, a garden with outdoor seating, and excellent guest reviews; making it ideal for families or small groups exploring the city.
House Island Private Residence - Watchhouse - Portland, ME
Portland, ME
30/07 – 02/08
£2652/nighttotal: £7956 (3 )

House Island Private Residence - Watchhouse

4 3
house , Portland
This beachfront property is situated on a private island in Portland, Maine, approximately 9 kilometres from Portland International Jetport.
This four-bedroom, three-bathroom house boasts 297 square metres of floor space, sleeps nine guests, and offers amenities including a fully equipped kitchen, private balcony, and access to canoeing.
Spacious & Convenient 2 Bd/1 Bath W/ Free Parking - Portland, ME
9.9 503 reviews
Portland, ME
12/07 – 14/07
£226/nighttotal: £452 (2 )

Spacious & Convenient 2 Bd/1 Bath W/ Free Parking

1 1
house , Portland
This property is located in a peaceful residential area, just a short drive from Portland Airport and the city centre, and within walking distance of Thompson's Point. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment comfortably accommodates four guests in its two bedrooms. You'll find a microwave, mini fridge, Keurig coffee maker, and a fully stocked bathroom, making it easy to enjoy a relaxing stay.
Quiet Retreat On Tate Street - Portland, ME
9.8 374 reviews
Portland, ME
01/07 – 06/07
£345/nighttotal: £1725 (5 )

Quiet Retreat On Tate Street

1 1
house , Portland
This Portland house is situated in a duplex just 3km from the city centre, making it easy to reach the Old Port, surrounding beaches and the city's attractions. The property has been highly rated by previous guests for its cleanliness, location and overall experience.
The property is a comfortable and well-equipped home with three bedrooms sleeping up to six guests. The house has a fully equipped kitchen, a relaxing outdoor space, and a range of amenities including air conditioning, a fitness centre and free parking.

Top-Rated Holiday Houses with a Jacuzzi in Portland, ME

Nothing beats the tranquillity of a private hot tub soak in your holiday home after a long day in Portland, ME.

Historic Maine Barn With Private Saltwater Hot Tub - Portland, ME
10 85 reviews
Portland, ME
05/08 – 08/08
£336/nighttotal: £1008 (3 )

Historic Maine Barn With Private Saltwater Hot Tub

1 2
farm , Cape Elizabeth
This charming converted barn, located just a few kilometres from Portland and the coast, offers a tranquil escape in the heart of Cape Elizabeth. With excellent user, location and cleanliness ratings, you can be sure of a comfortable and enjoyable stay.
The cosy cottage has one bedroom and one bathroom, sleeping up to two guests. Enjoy a private deck, a large garden, and access to nearby walking trails, perfect for exploring the beautiful surroundings.
Charming Hideaway - Portland, ME
9.8 4 reviews
Portland, ME
17/11 – 19/11
£313/nighttotal: £626 (2 )

Charming Hideaway

2 2
house , Scarborough
This Scarborough holiday home is situated approximately 14 kilometres from Aquaboggan Water Park and within a 19-kilometre radius of Palace Playland and Old Orchard Beach Pier.
This three-bedroom property boasts 156 square metres of floor space, sleeps up to 11 guests, and includes a fully equipped kitchen, two bathrooms, a Jacuzzi, a garden, parking, and free Wi-Fi.
Private Bungalow W/ Hot Tub, Free Parking & Pool - Portland, ME
9.9 951 reviews
Portland, ME
16/07 – 19/07
£273/nighttotal: £819 (3 )

Private Bungalow W/ Hot Tub, Free Parking & Pool

1 2
house , Portland
The Bungalow is a private, self-contained unit situated in Portland, Maine, a short distance from Thompson's Point, home to Bissell Brothers Brewery, the Children's Museum, and a concert venue. It has received excellent ratings for its location, cleanliness, and overall user experience.
The Bungalow is a one-bedroom, one-bathroom property that can accommodate up to two guests. It offers a range of amenities, including a fully equipped kitchen, a private garden, a shared hot tub and seasonal swimming pool, and high-speed Wi-Fi.
Tideview Estate - Portland, ME
Portland, ME
07/09 – 12/09
£632/nighttotal: £3160 (5 )

Tideview Estate

4 2
house , Cumberland
This Tideview Estate property is situated in Yarmouth, offering convenient access to Portland Observatory (14.5 kilometres) and Merrill Auditorium (15.3 kilometres).
This spacious 273 square metre holiday home sleeps 15 guests across four bedrooms and three bathrooms, featuring a fully equipped kitchen with a dishwasher, air conditioning, a Jacuzzi, a terrace, and on-site restaurant access.

Frequently asked questions about villa rentals in Portland, ME

Destinations nearby

Best Portland, ME villas and holiday homes with a kitchen

The Cove By Bayley Vacation Rentals - Portland, ME
Portland, ME
15/08 – 18/08
£874/nighttotal: £2622 (3 )

The Cove By Bayley Vacation Rentals

3 2
house , Scarborough
This detached property is located in Surfside, Scarborough, a 3-minute walk from Pine Point Beach and 3.6 kilometres from Old Orchard Beach.
This 104 square metre accommodation offers three bedrooms, three bathrooms, free WiFi, air conditioning, a kitchen with a dishwasher and fridge, and private parking for up to 15 guests.
Sea Bisquit Cottage By The Ocean - Portland, ME
9.4 19 reviews
Portland, ME
26/09 – 03/10
£215/nighttotal: £1505 (7 )

Sea Bisquit Cottage By The Ocean

1 2
cottage , Scarborough
This Scarborough holiday home is less than 1.6km from Grand Beach and Old Orchard Beach, and within 4.8km of Pine Point Beach and Palace Playland.
The self-catering cottage sleeps four guests in one bedroom and one bathroom, boasting a private garden, patio, free Wi-Fi, and a fully equipped kitchenette including a fridge, microwave, stovetop, and coffee/tea maker.
The Highland House - Portland, ME
9.2 4 reviews
Portland, ME
17/11 – 19/11
£275/nighttotal: £550 (2 )

The Highland House

3 2
house , Portland
This Deering Highlands property is a 14-minute walk from Portland's Arts District, and within 1.8km of Portland Stadium and 4.2km of the Portland Observatory.
The 153 square metre house offers three bedrooms, two bathrooms, sleeps thirteen, and includes a fully equipped kitchen, private terrace, garden, free Wi-Fi, and free parking.
Waterfront On Highland Lake.  Less Than 30 Minutes To Portland - Portland, ME
9.6 8 reviews
Portland, ME
12/09 – 19/09
£234/nighttotal: £1638 (7 )

Waterfront On Highland Lake. Less Than 30 Minutes To Portland

2 4
cottage , Windham
This Windham lakeside holiday home is situated within 15km of Mercy Primary Care, the MAGAN Trailhead, the Golf Learning Centre, Little Sebago Lake, and Riverside Municipal Golf Course.
Sleeping up to five guests, this two-bedroom, one-bathroom property boasts a fully equipped kitchen, terrace, garden, free Wi-Fi, and barbecue facilities, all within a smoke-free environment.

Check Out Holiday Homes with a Pool in Portland, ME

A holiday home in Portland, ME with a swimming pool ensures a refreshing dip is always available to complement your day.

Portland Pool House - Minutes To The Old Port! - Portland, ME
Portland, ME
09/10 – 12/10
£927/nighttotal: £2781 (3 )

Portland Pool House - Minutes To The Old Port!

3 3
house , Portland
This Portland holiday home is located a short drive from the Old Port, offering convenient access to downtown attractions and beaches.
This detached house offers 200 square metres of air-conditioned living space with two bedrooms, two bathrooms, a kitchen, and a terrace, accommodating up to 11 guests with a private swimming pool and Wi-Fi.

Browse Waterfront Holiday Homes in Portland, ME

Walk along beautiful coastal trails from comfortable shoreside holiday homes in Portland, ME near the shore.

The Garden Cabin Tiny Home - Portland, ME
9.9 524 reviews
Portland, ME
21/09 – 24/09
£114/nighttotal: £342 (3 )

The Garden Cabin Tiny Home

1 2
cabin , Portland

Top Luxury Holiday Homes in Portland, ME

A high-end holiday home near the water in Portland, ME delivers unparalleled quality and style for a truly sophisticated coastal retreat.

Salty Dolphin By Bayley Vacation Rentals - Portland, ME
Portland, ME
27/09 – 03/10
£933/nighttotal: £5598 (6 )

Salty Dolphin By Bayley Vacation Rentals

4 2
house , Scarborough

Browse Holiday Homes for Families in Portland, ME

Family holidays in Portland, ME are seamless when your holiday home offers ample space and easy access to beaches.

4 Bedrooms!  7 Beds! 2 Full Bath. Free Parking - Portland, ME
9.8 151 reviews
Portland, ME
14/08 – 16/08
£1150/nighttotal: £2300 (2 )

4 Bedrooms! 7 Beds! 2 Full Bath. Free Parking

1 3
house , Portland
Historic, Antique Southern Maine Farmhouse For All Seasons - 5 Mins To Portland! - Portland, ME
9.6 12 reviews
Portland, ME
13/11 – 15/11
£511/nighttotal: £1022 (2 )

Historic, Antique Southern Maine Farmhouse For All Seasons - 5 Mins To Portland!

3 2
manor house , Falmouth
Updated Cottage - Steps To Pine Point Beach! - Portland, ME
10 18 reviews
Portland, ME
25/06 – 28/06
£403/nighttotal: £1209 (3 )

Updated Cottage - Steps To Pine Point Beach!

2 2
cottage , Scarborough
Updated Long Island Maine Cottage - Portland, ME
10 7 reviews
Portland, ME
17/09 – 25/09
£228/nighttotal: £1824 (8 )

Updated Long Island Maine Cottage

3 2
cottage , Long Island

Discover Pet-Friendly Holiday Homes in Portland, ME

These dog-friendly holiday homes in Portland, ME offer plenty of space for your pet to feel at home.

Highland Playhouse - Portland, ME
8.9 96 reviews
Portland, ME
09/10 – 12/10
£331/nighttotal: £993 (3 )

Highland Playhouse

3 3
house , Windham
Historicwestend 3storybricktownhouse Walktoall 5* - Portland, ME
9.9 15 reviews
Portland, ME
27/07 – 30/07
£962/nighttotal: £2886 (3 )

Historicwestend 3storybricktownhouse Walktoall 5*

1 9
house , Portland
A Shore Thing By Bayley Vacation Rentals - Portland, ME
Portland, ME
21/09 – 24/09
£868/nighttotal: £2604 (3 )

A Shore Thing By Bayley Vacation Rentals

4 2
house , Scarborough
Yearround Cottage On Peaks Island - Portland, ME
9.6 7 reviews
Portland, ME
21/09 – 24/09
£201/nighttotal: £603 (3 )

Yearround Cottage On Peaks Island

2 2
cabin , Portland

Search Holiday Houses with Free Parking in Portland, ME

Free on-site parking at these holiday homes near the water in Portland, ME allows you to focus entirely on enjoying the coast.

Charming Cottage Steps Away From Pine Point Beach - Portland, ME
9.8 6 reviews
Portland, ME
12/09 – 19/09
£578/nighttotal: £4046 (7 )

Charming Cottage Steps Away From Pine Point Beach

4 4
cottage , Scarborough
Falmouth Vacation Rental On Highland Lake! - Portland, ME
Portland, ME
07/09 – 12/09
£218/nighttotal: £1090 (5 )

Falmouth Vacation Rental On Highland Lake!

2 2
house , Falmouth
Top Deck Portland Property With Views - Portland, ME
10 3 reviews
Portland, ME
13/11 – 15/11
£349/nighttotal: £698 (2 )

Top Deck Portland Property With Views

3 2
house , Portland
Family Tides By Bayley Vacation Rentals - Portland, ME
Portland, ME
28/08 – 31/08
£2417/nighttotal: £7251 (3 )

Family Tides By Bayley Vacation Rentals

5 2
house , Scarborough
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