We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Rentals in Portland, ME

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Holiday Rentals in Portland, ME
    Price per night
    Bedrooms
    • More
    Amenities
    • More
    View Map
    Advanced filters
    17 Holiday Rentals in Portland
    loading...
    From
    ₹17,504
    / Night
    Payment Protection
    View Details
    1 / 11
    4.5 of 5 stars (23) Very good
    Portland
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (23) Make Enquiry
    From
    ₹8,593
    / Night
    View Details
    1 / 7
    5 of 5 stars (14) Excellent
    Portland
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (14) Make Enquiry
    From
    ₹17,504
    / Night
    Payment Protection
    View Details
    1 / 19
    3 of 5 stars (2) Average
    Portland
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    ₹14,639
    / Night
    Payment Protection
    View Details
    1 / 6
    3.5 of 5 stars (2) Average
    Portland
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Visit Portland, Maine!!! We offer a sweet, quirky, first floor, 1-bedroom, one bath (vintage tub with shower) living space for weekly rentals. East end - Congress Street, foot of Munjoy Hill, city side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking building with courtyard access! A... View all property information
    Make Enquiry
    3 of 5 stars Reviewed 4 September 2014
    We stayed here for 3 days while in Portland. The apartment was fairly clean and we were about a eight to ten minute drive from downtown. We didn't have very many options because...
    4 of 5 stars Reviewed 26 October 2013
    Very nice, cute, and tasteful, yet simple, first floor apartment in a great location. Plenty of space and natural light with separate rooms, versus open design, which I found to...
    See all reviews
    From
    ₹18,458
    / Night
    Payment Protection
    View Details
    1 / 10
    Portland
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Between the Eastern Promenade and the Old Port stands Munjoy Hill, a friendly, colorful neighborhood with restaurants, a local foods grocer, cafes, art center. Our vacation rental is the top two stories of an apartment building on top of the hill, directly facing the Portland Observatory with views... View all property information
    Make Enquiry
    From
    ₹14,639
    / Night
    Payment Protection
    View Details
    1 / 30
    Portland
    3 Bedrooms / 4 Bathrooms / Sleeps 10
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Private, Gated 3 Br/3 Ba On 12 Acres 2 Miles From Downtown Great Patio And Yard Executive house located on a 12 acres private estate in Portland, Maine. Nothing else like it within city limits. Situated at the highest buildable point in the City of Portland, this property features a colonial... View all property information
    Make Enquiry
    From
    ₹15,403
    / Night
    View Details
    1 / 14
    Portland
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    At Portland's 'Promenade By The Bay', you'll enjoy beautifully furnished one and two bedroom condos with ocean views. Our units are fully equipped with new appliances, coffee makers, toasters, cookware and all necessary gadgets. Plasma TV's, high speed internet, DVD players and Bose stereos... View all property information
    Make Enquiry
    From
    ₹79,562
    / Week
    Payment Protection
    View Details
    1 / 6
    Portland
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Visit Portland, Maine: This is a vintage renovated, second floor, 1 flight walk-up, 3-bedroom living space for weekly rental. There is one bathroom (vintage tub with shower) East end – Vesper St., top of Munjoy Hill, water side, (near Otto's Pizza Cafe) great area!!! Very sunny, non-smoking... View all property information
    Make Enquiry

    The following rentals are within 10 kilometres of Portland, Maine.

    From
    ₹8,847
    / Night
    Payment Protection
    View Details
    1 / 12
    4 of 5 stars (1) Very good
    Peaks Island
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Start with an idyllic island. Put a fabulous cottage on it near the beach. Add a few wonderful people. Mix in a few gorgeous sunsets, gentle breezes, and fresh seafood dinners. Now you've just concocted the perfect vacation. Your paradise on Peaks Island is a very short walk to the beach... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 7 November 2013
    Nice older house, spacious, modern kitchen, huge front wraparound porch, rear deck off the kitchen, sleeps eight. Easy walk to town center, close to Casco Bay, pleasant tree...
    See all reviews
    From
    ₹63,650
    / Week
    View Details
    1 / 9
    5 of 5 stars (5) Excellent
    Peaks Island
    2 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Located on charming Peaks Island, this early-1900's home is the perfect island getaway. It holds the charm of a turn-of-the-century island cottage with the conveniences of modern living. The cottage is located a 5-minute walk from the Casco Bay Lines ferry in a landscaped setting that creates a... View all property information
    Make Enquiry
    List your property for free!
    List your holiday home where TripAdvisor travellers can find it.
    Add a Listing
    From
    ₹31,825
    / Night
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    Peaks Island
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Spectacular Oceanside location. Breathtaking views of ocean, light houses, nearby islands, ships and open ocean. This beautiful three level, 3 bed room, 2.5 bath Victorian Shingled Style home has all you’ll need for a wonderful and memorable vacation. 1st level has 2 guest/family bedrooms, bath,... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 11 March 2015
    We are from (old) England but with family in Maine as well as the UK. We had been to Portland before and had always liked Peaks. We were newly retired and wanted to get both sides...
    See all reviews
    From
    ₹286,424
    / Week
    View Details
    1 / 15
    Long Island
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    ARTIST'S RETREAT...paint, write, allow inspiration to overwhelm you...HERE... This property is quite honestly one of our more amazing properties. It is located on Long Island, which is a small island off the coast of Portland, Maine. You reach this by taking a ferry from Casco Bay Lines in Portland... View all property information
    Make Enquiry
    From
    ₹19,095
    / Night
    Payment Protection
    View Details
    1 / 12
    Peaks Island
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This home on Peaks Island, Maine, provides abundant privacy, yet is within a two minute walk to the back shore of the island and the Gulf of Maine. In fact, this property is in a neighborhood of fine homes completely surrounded by wooded lands protected by conservation easements managed by the... View all property information
    Make Enquiry
    From
    ₹12,730
    / Night
    Payment Protection
    View Details
    1 / 13
    Long Island
    3 Bedrooms / 1 Bathroom / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Long Island is best known of the Casco Bay Islands for its spectacular white sand beaches nestled amongst granite ledges and cliffs. 'Sunnyside' cottage, fully useable all seasons, has all reasonable modern conveniences and is but a short walk to the best of the beaches, ferry, tennis, stores, etc.... View all property information
    Make Enquiry
    From
    ₹82,745
    / Week
    Payment Protection
    View Details
    1 / 13
    Peaks Island
    3 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    DISCOUNT FOR MULTIPLE WEEKS BRAND NEW KITCHEN WITH GRANITE COUNTER TOPS, FULL SIZED DISHWASHER AND 6 BURNER COMMERCIAL GAS OVEN. THE KITCHEN ALSO HAS A LARGE AMOUNT OF POTS, PANS, KITCHEN GADGETS AND LOTS OF PLATES AND SILVERWARE. Island Life at it's very best on this peaceful and quiet island in... View all property information
    Make Enquiry
    From
    ₹6,301
    / Night
    View Details
    1 / 18
    Peaks Island
    Studio / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Your adventure to Peaks Island begins with a lovely 20 min. ferry ride from from Portland's Old Port to Peaks Island. See the sunrise over the rocky Atlantic shore. Enjoy the sunset over Casco Bay & the lights of Portland. Peaks is its own world. Prepare to be delighted by a beautiful island... View all property information
    Make Enquiry
    From
    ₹14,639
    / Night
    View Details
    1 / 19
    South Portland
    3 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    The Home: With 3 BR and 2BA, Dining Room, Living Room, Game Room with Billiard and Ping-pong, full kitchen, Deck, and Large Shaded Lawn, the Liberty Builder’s Home is spacious, comfortable, and is perfectly located 200 yards from Willard's Beach. The Master Bedroom is on the second floor. It has... View all property information
    Make Enquiry