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Holiday homes in Portland

Enjoy your stay and find the best Holiday homes in Portland at affordable prices

Searching for a holiday home in Portland (Maine)? Explore a great selection of vacation homes in Portland to find the one that best fits to your needs, starting from $144.43 per night. Holiday homes offer a relaxing escape, providing a cozy retreat for vacationers seeking a home away from home.

Holiday-homes in Portland and region (30 miles)
A Foodies Delight and Cumberland Charm in Portland, USA

A Foodies Delight and Cumberland Charm

Holiday home in Portland, Maine
Situated within 1.5 km of East End Beach and 25 km of Funtown Splashtown USA in Portland, A Foodies Delight and Cumberland Charm features accommodatio...
  • Parking

Good 11 Reviews 7.8

from $487.62 Show details »

East End Annex in Portland, USA

East End Annex

Holiday home in Portland, Maine
Situated in Portland, 1.1 km from East End Beach and 25 km from Funtown Splashtown USA, East End Annex features air-conditioned accommodation with a b...
  • Parking

Very good 11 Reviews 8.1

from $277.92 Show details »

Mainer's Retreat in Portland, USA

Mainer's Retreat

Holiday home in Portland, Maine
Situated in Portland, 26 km from Funtown Splashtown USA, Mainers Retreat features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Very good 8 Reviews 8.0

from $176.00 Show details »

South Portland Cottage in South Portland, USA

South Portland Cottage

Holiday home in South Portland near Portland, Maine
Situated in South Portland, 26 km from Funtown Splashtown USA and 5.3 km from Merrill Auditorium, South Portland Cottage offers free WiFi and air cond...
  • Parking

Good 5 Reviews 7.6

from $395.94 Show details »

Arbor Lane Delight in Scarborough, USA

Arbor Lane Delight

Holiday home in Scarborough near Portland, Maine
Situated in Scarborough, 12 km from Funtown Splashtown USA, Arbor Lane Delight features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Fitness centre

no reviews

from $226.95 Show details »

Westbrook Retreat with Yard about 8 Mi to Portland in Westbrook, USA

Westbrook Retreat with Yard about 8 Mi t...

Holiday home in Westbrook near Portland, Maine
Set 12 km from Merrill Auditorium, 13 km from Portland Observatory and 23 km from Aquaboggan Water Park, Westbrook Retreat with Yard about 8 Mi to Por...
  • Parking
  • Pets allowed
  • Fitness centre

no reviews

from $224.00 Show details »

Charming Pine Point Cottage - 2 Blocks to Ocean! in Scarborough, USA

Charming Pine Point Cottage - 2 Blocks t...

Holiday home in Scarborough near Portland, Maine
Situated 1.3 km from Ferry Beach, 1.4 km from Old Orchard Beach and 11 km from Funtown Splashtown USA, Charming Pine Point Cottage - 2 Blocks to Ocean...
  • Parking

no reviews

from $312.00 Show details »

Highland Playhouse in Windham, USA

Highland Playhouse

Holiday home in Windham near Portland, Maine
Set in Windham, 35 km from Funtown Splashtown USA and 19 km from Merrill Auditorium, Highland Playhouse offers free WiFi, a garden and air conditionin...
  • Parking
  • Pets allowed

no reviews

from $194.33 Show details »

Overlook at Highland Lake in Windham, USA

Overlook at Highland Lake

Holiday home in Windham near Portland, Maine
Set in Windham, 36 km from Funtown Splashtown USA and 20 km from Merrill Auditorium, Overlook at Highland Lake offers free WiFi and air conditioning.
  • Parking

no reviews

from $263.33 Show details »

Little Miss Cottages in Old Orchard Beach, USA

Little Miss Cottages

Holiday home in Old Orchard Beach near Portland, Maine , 173 East Grand Ave
Little Miss Cottages is located 140 metres from Old Orchard Beach.
  • Parking
  • Pets allowed
  • Family rooms

Good 68 Reviews 7.6

from $435.67 Show details »

Old Orchard Cottage in Old Orchard Beach, USA

Old Orchard Cottage

Holiday home in Old Orchard Beach near Portland, Maine
Set in Old Orchard Beach, less than 1 km from Old Orchard Beach, 2.8 km from Pine Point Beach and 6.7 km from Funtown Splashtown USA, Old Orchard Cott...
  • Parking

Good 9 Reviews 7.8

from $202.67 Show details »

Sun-Soaked Coastal Cottage with Deck and Walk to Beach in Old Orchard Beach, USA

Sun-Soaked Coastal Cottage with Deck and...

Holiday home in Old Orchard Beach near Portland, Maine
Situated 200 metres from Old Orchard Beach, 1.9 km from Pine Point Beach and 7.5 km from Funtown Splashtown USA, Sun-Soaked Coastal Cottage with Deck ...
  • Parking

Good 2 Reviews 7.5

from $265.00 Show details »

Boisvert Villas in Old Orchard Beach, USA

Boisvert Villas

Holiday home in Old Orchard Beach near Portland, Maine
Boisvert Villas provides accommodation located in Old Orchard Beach, 2.3 km from Pine Point Beach and 7.2 km from Funtown Splashtown USA.
  • Parking
  • Tea/Coffee maker
  • Shower
  • Bath
  • TV

Very good 33 Reviews 8.4

from $292.33 Show details »

Old Orchard Retreat in Old Orchard Beach, USA

Old Orchard Retreat

Holiday home in Old Orchard Beach near Portland, Maine
Old Orchard Retreat features accommodation situated in Old Orchard Beach, 3 km from Pine Point Beach and 6.5 km from Funtown Splashtown USA.
  • Pets allowed

Pleasant 7 Reviews 6.9

from $247.00 Show details »

Lazy Summer Lodge in Old Orchard Beach, USA

Lazy Summer Lodge

Holiday home in Old Orchard Beach near Portland, Maine
Lazy Summer Lodge offers accommodation in Old Orchard Beach.
  • Parking

no reviews

from $182.67 Show details »

Wild Dunes Retreat in Old Orchard Beach, USA

Wild Dunes Retreat

Holiday home in Old Orchard Beach near Portland, Maine
Wild Dunes Retreat is located in Old Orchard Beach, 3.7 km from Palace Playland, 3.7 km from Old Orchard Beach Pier, as well as 4.1 km from Pirates Co...
  • Parking

Fabulous 2 Reviews 9.0

from $144.43 Show details »

Sandy Shores in Old Orchard Beach, USA

Sandy Shores

Holiday home in Old Orchard Beach near Portland, Maine
Situated 6.1 km from Funtown Splashtown USA, 600 metres from Pirates Cove and less than 1 km from Palace Playland, Sandy Shores features accommodation...

Very good 6 Reviews 8.3

from $255.57 Show details »

The Cozy Cottage in Old Orchard Beach, USA

The Cozy Cottage

Holiday home in Old Orchard Beach near Portland, Maine
Set in Old Orchard Beach, less than 1 km from Old Orchard Beach and 5.8 km from Funtown Splashtown USA, The Cozy Cottage provides accommodation with a...
  • Parking

Fabulous 15 Reviews 8.7

from $346.67 Show details »

Pavia Paradise in Old Orchard Beach, USA

Pavia Paradise

Holiday home in Old Orchard Beach near Portland, Maine
Pavia Paradise has a balcony and is situated in Old Orchard Beach, within just less than 1 km of Pirates Cove and a 16-minute walk of Palace Playland.
  • Parking

no reviews

from $157.67 Show details »

Charming Saco Home with Deck, 5 Mi to Beach! in Saco, USA

Charming Saco Home with Deck, 5 Mi to Be...

Holiday home in Saco near Portland, Maine
Charming Saco Home with Deck, 5 Mi to Beach! is situated in Saco, 4.2 km from Aquaboggan Water Park, 8.9 km from Palace Playland, and 8.9 km from Old ...
  • Parking

no reviews

from $177.00 Show details »

Osprey Cottage South Freeport Home on Casco Bay! in Freeport, USA

Osprey Cottage South Freeport Home on Ca...

Holiday home in Freeport near Portland, Maine
Located in Freeport, 47 km from Funtown Splashtown USA and 24 km from Portland Observatory, Osprey Cottage South Freeport Home on Casco Bay! provides ...
  • Parking

no reviews

from $463.29 Show details »

Heron Cottage on Casco Bay with Deck and Boat Dock! in Freeport, USA

Heron Cottage on Casco Bay with Deck and...

Holiday home in Freeport near Portland, Maine
Featuring sea views, Heron Cottage on Casco Bay with Deck and Boat Dock! provides accommodation with a balcony, around 47 km from Funtown Splashtown U...
  • Parking

no reviews

from $412.00 Show details »

By the Sea in South Freeport, USA

By the Sea

Holiday home in South Freeport near Portland, Maine
Set in South Freeport, 37 km from Portland Observatory and 37 km from Merrill Auditorium, By the Sea offers accommodation with free WiFi, air conditio...
  • Parking

no reviews

from $635.69 Show details »

Mermaid House in Biddeford, USA

Mermaid House

Holiday home in Biddeford near Portland, Maine
Situated in Biddeford, 500 metres from Fortunes Rocks Beach, Mermaid House features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Pets allowed
  • Fitness centre
  • Tea/Coffee maker
  • Internet facilities

Good 3 Reviews 7.7

from $231.00 Show details »

Sheldrake Cove Retreat in Windham, USA

Sheldrake Cove Retreat

Holiday home in Windham near Portland, Maine
Located in Windham, 44 km from Funtown Splashtown USA and 29 km from Merrill Auditorium, Sheldrake Cove Retreat provides accommodation with free WiFi,...
  • Parking

Exceptional 1 Reviews 10.0

from $190.33 Show details »

Number of Holiday homes in Portland 76
Number of guest ratings 18208
Average price per night $432.24
Lowest price per night $144.43
Highest price per night $785.71

Most popular Holiday-homes in Portland

The most popular Holiday-homes in Portland based on average guest rating (Top 10).

Cheapest Holiday-homes in Portland

The cheapest Holiday-homes in Portland based on room rate per night (Top 10).

Most booked Holiday-homes in Portland

The most booked Holiday-homes in Portland based on popularity with guests (Top 10).

Holiday homes in Portland (Maine), comfortable and familiar

Staying in a holiday or vacation home in Portland can be a great alternative to a hotel or resort. They can range from small cottages to luxurious villas, and are often located in popular tourist destinations such as beaches or mountains. One of the main benefits is the privacy and flexibility that comes with having your own space. Unlike a hotel room, a holiday home provides you with a living area, kitchen, and sometimes even outdoor space, allowing you to cook your own meals, relax in comfort, and enjoy the company of your friends or family without the interruptions of other guests.

Holiday homes often offer more space than a hotel room. This can be particularly useful for families or groups of friends traveling together, who may need more than one room or want to avoid the cramped feeling of a single hotel room. They can also provide a more authentic travel experience, allowing guests to immerse themselves in the local culture and lifestyle. This can be particularly appealing for those who prefer to stay in quieter, residential areas away from the hustle and bustle of tourist hotspots.

Find the best Holiday home in Portland for your needs

Holiday homes should offer a comfortable and enjoyable stay, providing all the necessary amenities and conveniences to make your vacation experience memorable. At a minimum, your holiday home in Portland should offer a clean and well-maintained living space with comfortable furnishings, adequate lighting, and climate control.

In addition to basic amenities such as a fully equipped kitchen, comfortable bedding, and clean linens and towels, holiday homes should also offer modern conveniences such as Wi-Fi, cable or streaming TV, and laundry facilities. A private outdoor space, such as a balcony or terrace, can also add to the overall enjoyment. They can also offer additional features such as a swimming pool, hot tub, or outdoor grill. Location is also important, for example, close to popular tourist attractions, restaurants and shopping areas.

Accommodation data and pictures provided by Booking.com