Portland Holiday Rentals from NZ$200: Search Short-Term Rentals

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Our top choices for Portland holiday rentals

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

1. The Weldon Hotel

Downtown Portland

Branden

includes taxes & fees

3 Dec - 4 Dec

A multi-story building with a stone facade, large windows, and a flat roof with dormer windows.

2. Evalina Hotel

Downtown Portland

Eric

includes taxes & fees

13 Dec - 14 Dec

A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

3. Studio Apartment near downtown Walkable!

West Bayside

Rose

includes taxes & fees

19 Nov - 20 Nov

A sandy beach with people and a play structure.

4. Sunny Spot with Private Parking

Knightville

Greg Z.

includes taxes & fees

15 Nov - 16 Nov

A modern kitchen with wooden cabinets, a black refrigerator, and a dining area with a wooden table and chairs.

5. Bright & Spacious Apartment with Amazing Shower

Parkside

Gintare V.

includes taxes & fees

17 Nov - 18 Nov

A living room with a sofa, a coffee table, a TV, and a plant.

6. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Chloe C.

includes taxes & fees

18 Nov - 19 Nov

A compact living space with a sofa, a coffee table, a TV on a stand, a floor lamp, and a bookshelf.

7. Great suburban location close to town!

Deering Center

Kaley

includes taxes & fees

16 Nov - 17 Nov

A kitchen with wooden cabinets, a stainless steel dishwasher, a coffee maker, and a potted plant.

8. Cozy Two Bedroom on Munjoy Hill

Munjoy Hill

A modern room with a desk, chair, and large window.

9. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

South Portland

Anonymous traveller

includes taxes & fees

16 Nov - 17 Nov

A room with a wooden floor, a grey sofa with cushions, a small table, and a radiator.

10. Historic Home in the West End. Private Parking.

West End

Linda

includes taxes & fees

15 Nov - 16 Nov

A narrow pathway leading to a wooden house with a porch, surrounded by lush greenery and trees.

11. King Size Bed ♦ West End Studio ♦ Walk to Old Port

West End

Maureen R.

A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

12. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Munjoy Hill

Ryan B.

includes taxes & fees

16 Nov - 17 Nov

A nighttime street view with a building featuring a storefront with a sign that reads 'Beauty Joy.'

13. Renovated Exchange St. Loft w/Free Parking

Downtown Portland

includes taxes & fees

23 Nov - 24 Nov

A beach with people, a play structure, and a view of the sea.

14. Peaceful & minutes from Old Port w/private parking

Knightville

Kelly S.

includes taxes & fees

15 Nov - 16 Nov

A narrow hallway with wooden flooring leading to a bedroom with a bed and a nightstand.

15. Portland 1-bedroom with enclosed porch & parking

Deering Center

Cricket C.

includes taxes & fees

15 Nov - 16 Nov

A kitchen with a brick wall, large windows, and a blue countertop.

16. Luxury Condo Downtown Portland Old Port

Downtown Portland

Erin

includes taxes & fees

16 Nov - 17 Nov

A kitchen with white cabinets, a stove, a microwave, and wooden countertops.

17. Walk to Old Port ♦ West End Condo ♦ Parking

West End

Britney G.

includes taxes & fees

15 Nov - 16 Nov

A house with a wooden staircase leading to a door marked with the number 50.

18. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port

West End

Gary

includes taxes & fees

16 Nov - 17 Nov

A kitchen with white cabinets, a wooden countertop, a sink, and a door leading to another room.

19. Walkable near downtown 1 Bedroom

West Bayside

"This room was actually a scary experience. The area was desolate, located across from a huge parking lot with drug addicts surrounding the building. The Uber driver would not leave until I entered because he felt I was unsafe, especially at midnight. The electric locks on both the front door and my room door did not feel secure. There was no deadbolt inside the room for extra security, so I wedged a chair under the door handle to feel safe. Considering the constant commotion outside and the...

Farah

includes taxes & fees

16 Nov - 17 Nov

A bar area with a counter, stools, and a menu board.

20. West End Bright Spot with Parking.

West End

Luke E.

includes taxes & fees

17 Nov - 18 Nov

View all properties

Find holiday rentals that suit your style

Top Portland Hotel Reviews

A cozy living room with a fireplace, striped wallpaper, and classic furniture.

Blind Tiger Portland – Carleton Street

West End

10/10 Excellent

John

An outdoor seating area with a fire feature, comfortable seating, and a view of a waterfront.

Canopy by Hilton Portland Waterfront

Downtown Portland

10/10 Excellent

Ross

A modern interior with a bar area, seating, and shelves with plants and books.

The Press Hotel, Marriott Autograph Collection

Downtown Portland

10/10 Excellent

Paul

A hotel lobby with a reception desk, patterned armchairs, a round wooden coffee table, and a fireplace.

Homewood Suites by Hilton Portland

Scarborough

10/10 Excellent

Anonymous traveller

Find out more about Portland

Everything you need to know about Portland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Portland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Portland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Portland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Portland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Portland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Portland holiday rentals we have selected for you start as low as NZ$200 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Portland rentals

At Expedia, we put the best Portland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Portland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Portland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Portland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals in Portland close to Maine Narrow Gauge Railroad, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Portland speak highly of the bustling port and array of shops. The acclaimed theatre scene and great live music are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Portland has to offer?

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port: This highly rated holiday home rental in Portland is located on a river, and has a fireplace, a furnished patio and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate Cozy&Quiet Home in Portland ME. One Bedroom with dedicated Bathroom “No Kitchen” as a favourite home for rent in Portland.

How many holiday rentals are there in Portland?

Choose from 91 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Maine Narrow Gauge Railroad and Bayside Bowl are a couple of the family-friendly sights, whereas cultural attractions include Merrill Auditorium and Portland Museum of Art. While here, Casco Bay Lines Ferry Terminal and Cross Insurance Arena are other places worth a visit.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for small groups.

Portland Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Portland holiday rentals

1. The Weldon Hotel

2. Evalina Hotel

3. Studio Apartment near downtown Walkable!

4. Sunny Spot with Private Parking

5. Bright & Spacious Apartment with Amazing Shower

6. Beautiful 1st Floor Apartment & Amazing Shower

7. Great suburban location close to town!

8. Cozy Two Bedroom on Munjoy Hill

9. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

10. Historic Home in the West End. Private Parking.

11. King Size Bed ♦ West End Studio ♦ Walk to Old Port

12. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

13. Renovated Exchange St. Loft w/Free Parking

14. Peaceful & minutes from Old Port w/private parking

15. Portland 1-bedroom with enclosed porch & parking

16. Luxury Condo Downtown Portland Old Port

17. Walk to Old Port ♦ West End Condo ♦ Parking

18. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port

19. Walkable near downtown 1 Bedroom

20. West End Bright Spot with Parking.

Find holiday rentals that suit your style

Top Portland Hotel Reviews

Blind Tiger Portland – Carleton Street

10/10 Excellent

Find out more about Portland

Portland holiday rentals: An excellent choice for every season

How to find incredible deals on Portland rentals

Frequently Asked Questions

Can I find a holiday rental in Portland?

What are some of the best holiday rentals that Portland has to offer?

How many holiday rentals are there in Portland?

What can I see and do in Portland?

What are holiday rentals like in Portland?