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Holiday homes in Portland (Page 2)

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)
Little Sebago Luxury in Windham, USA

Little Sebago Luxury

Holiday home in Windham near Portland, Maine
Situated in Windham, 30 km from Merrill Auditorium, Little Sebago Luxury features accommodation with a garden, free WiFi and an ATM.
  • Parking

no reviews

from $362.67 Show details »

Charming Retreat with Deck about 4 Mi From Casco Bay! in Orrs Island, USA

Charming Retreat with Deck about 4 Mi Fr...

Holiday home in Orrs Island near Portland, Maine
Charming Retreat with Deck about 4 Mi From Casco Bay! offers accommodation in Orrs Island, 23 km from Bowdoin College.
  • Parking

no reviews

from $252.57 Show details »

Pines Cottage in Standish, USA

Pines Cottage

Holiday home in Standish near Portland, Maine
Pines Cottage is situated in Standish, 45 km from Funtown Splashtown USA, 30 km from Merrill Auditorium, as well as 30 km from Portland Observatory.
  • Parking
  • Pets allowed
  • Fitness centre

no reviews

from $183.67 Show details »

Bayview Cottages & Retreats in Standish, USA

Bayview Cottages & Retreats

Holiday home in Standish near Portland, Maine
Located within 45 km of Funtown Splashtown USA and 30 km of Merrill Auditorium in Standish, Bayview Cottages & Retreats provides accommodation with fr...
  • Parking

Passable 12 Reviews 5.0

from $212.99 Show details »

Loons Nest Cottage in Standish, USA

Loons Nest Cottage

Holiday home in Standish near Portland, Maine
Located in Standish in the Maine region, Loons Nest Cottage has a patio and lake views.
  • Parking
  • Pets allowed
  • Fitness centre

no reviews

from $260.00 Show details »

Our Beautiful Biddeford Base in Biddeford, USA

Our Beautiful Biddeford Base

Holiday home in Biddeford near Portland, Maine
Located in Biddeford in the Maine region, Our Beautiful Biddeford Base features a patio.
  • Parking
  • Pets allowed

no reviews

from $145.00 Show details »

Sebago Tranquility in Raymond, USA

Sebago Tranquility

Holiday home in Raymond near Portland, Maine
Situated in Raymond, 47 km from Merrill Auditorium and 47 km from Portland Observatory, Sebago Tranquility offers free WiFi and air conditioning.
  • Parking

no reviews

from $322.71 Show details »

Casco Breeze in North Harpswell, USA

Casco Breeze

Holiday home in North Harpswell near Portland, Maine
Situated in North Harpswell, 12 km from Bowdoin College, Casco Breeze features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Fitness centre
  • Electric vehicle charging station

no reviews

from $206.33 Show details »

Saganook in Brunswick, USA

Saganook

Holiday home in Brunswick near Portland, Maine
Saganook is set in Brunswick, 49 km from Merrill Auditorium, 6.9 km from Bowdoin College, as well as 49 km from Portland Downtown Historic District.
  • Parking
  • Pets allowed

no reviews

from $406.00 Show details »

Stylish Arundel Cottage, 6 Mi to Dock Square! in Arundel, USA

Stylish Arundel Cottage, 6 Mi to Dock Sq...

Holiday home in Arundel near Portland, Maine
Situated 17 km from Aquaboggan Water Park, 21 km from Pirates Cove and 21 km from Palace Playland, Stylish Arundel Cottage, 6 Mi to Dock Square! featu...
  • Parking

Exceptional 1 Reviews 10.0

from $201.43 Show details »

Little River Memories in Arundel, USA

Little River Memories

Holiday home in Arundel near Portland, Maine
Set in Arundel, within 14 km of Funtown Splashtown USA and 17 km of Aquaboggan Water Park, Little River Memories offers accommodation with free WiFi, ...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $345.00 Show details »

The Salty Starfish in Arundel, USA

The Salty Starfish

Holiday home in Arundel near Portland, Maine
Situated in Arundel, 14 km from Funtown Splashtown USA, The Salty Starfish features accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $192.86 Show details »

Chic Cottage in Arundel, USA

Chic Cottage

Holiday home in Arundel near Portland, Maine
Set in Arundel, 14 km from Funtown Splashtown USA, Chic Cottage offers accommodation with a garden, free WiFi and an ATM.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $103.46 Show details »

Little Spruce Cottage in Arundel, USA

Little Spruce Cottage

Holiday home in Arundel near Portland, Maine
Located in Arundel, 13 km from Funtown Splashtown USA and 17 km from Aquaboggan Water Park, Little Spruce Cottage provides air-conditioned accommodati...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $165.14 Show details »

Anne's Adagio in Arundel, USA

Anne's Adagio

Holiday home in Arundel near Portland, Maine
Situated in Arundel, 14 km from Funtown Splashtown USA and 17 km from Aquaboggan Water Park, Annes Adagio features air-conditioned accommodation with ...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $214.00 Show details »

Harpswell Retreat in Cundys Harbor, USA

Harpswell Retreat

Holiday home in Cundys Harbor near Portland, Maine
Set in Cundys Harbor, within 18 km of Bowdoin College, Harpswell Retreat offers accommodation with free WiFi, air conditioning and a garden.
  • Parking
  • Pets allowed

Superb 5 Reviews 9.4

from $349.69 Show details »

Quiet and Remote Cottage on Panther Pond! in Raymond, USA

Quiet and Remote Cottage on Panther Pond...

Holiday home in Raymond near Portland, Maine
Quiet and Remote Waterfront Cottage on Panther Pond! is set in Raymond, 42 km from Portland Observatory, 43 km from Merrill Auditorium, as well as 38 ...
  • Parking

Pleasant 1 Reviews 7.0

from $130.00 Show details »

Boulder Pointe Cottage in Raymond, USA

Boulder Pointe Cottage

Holiday home in Raymond near Portland, Maine
Located in Raymond, 37 km from Merrill Auditorium, 38 km from Portland Observatory and 32 km from Westbrook College Historic District, Boulder Pointe ...
  • Parking
  • Pets allowed

Superb 3 Reviews 9.0

from $228.33 Show details »

Family Cabin with Beach Access on Panther Pond in Raymond, USA

Family Cabin with Beach Access on Panthe...

Holiday home in Raymond near Portland, Maine
Family Cabin with Beach Access on Panther Pond is a beachfront property situated in Raymond, 42 km from Portland Observatory and 43 km from Merrill Au...
  • Parking

no reviews

from $235.00 Show details »

Raymond Getaway with Private Beach and Boat Dock! in Raymond, USA

Raymond Getaway with Private Beach and B...

Holiday home in Raymond near Portland, Maine
Raymond Getaway with Private Beach and Boat Dock! is located in Raymond, 43 km from Merrill Auditorium, 38 km from Westbrook College Historic District...
  • Parking

no reviews

from $176.00 Show details »

Raymond Retreat with 200 Feet of Private Beach! in Raymond, USA

Raymond Retreat with 200 Feet of Private...

Holiday home in Raymond near Portland, Maine
Situated in Raymond, 42 km from Portland Observatory and 43 km from Merrill Auditorium, Raymond Retreat with 200 Feet of Private Beach! offers free Wi...
  • Parking

no reviews

from $164.00 Show details »

Harpswell Bay House in East Harpswell, USA

Harpswell Bay House

Holiday home in East Harpswell near Portland, Maine
Harpswell Bay House offers accommodation in East Harpswell.
  • Parking

Good 8 Reviews 7.7

from $279.66 Show details »

Beachfront Sebago Cottage with Deck and Grill! in North Sebago, USA

Beachfront Sebago Cottage with Deck and...

Holiday home in North Sebago near Portland, Maine
Set in North Sebago, 46 km from Funtown Splashtown USA and 42 km from Merrill Auditorium, Beachfront Sebago Cottage with Deck and Grill! offers air-co...
  • Parking

Pleasant 1 Reviews 7.0

from $212.00 Show details »

Sebago Lake Cottage with Patio and Beach Access! in North Sebago, USA

Sebago Lake Cottage with Patio and Beach...

Holiday home in North Sebago near Portland, Maine
Situated in North Sebago in the Maine region, Sebago Lake Cottage with Patio and Beach Access! features a patio.
  • Parking

Very good 2 Reviews 8.0

from $223.00 Show details »

Casa Familia in East Harpswell, USA

Casa Familia

Holiday home in East Harpswell near Portland, Maine
Situated in East Harpswell, 12 km from Bowdoin College, Casa Familia features accommodation with a garden, free WiFi and an ATM.
  • Parking

Passable 2 Reviews 5.5

from $215.62 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