
House holiday rentals in Portland
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Top-rated house rentals in Portland
Guests agree: These houses are highly rated for location, cleanliness and more.

Explore Portland from a 18th-Century Victorian
*Covid-Clean* Cook breakfast in a bright kitchen with robust hardwood floors in this calm Victorian home. Sit down at a traditional dining table in an open-plan room featuring vivid wood-paneled walls, serene decor, and a geometric rug with pops of blue. Bright and spacious with entire top floor privacy. ** NO SHARED SPACE** This is a dedicated Airbnb apartment with no shared space whatsoever. Ultimate privacy. This apartment can be rented as (1) bedroom for up to (2) guests or as (2) bedroom for up to (4) guests. It is $50/night additional cost for the (2) bedroom. Please confirm the second bedroom is available if interested. Either option has a full bathroom with claw foot tub and shower. Full service kitchen with stove, refrigerator and microwave for your private use. Large living room with (2) couches and flat screen. The very large master bedroom with the ultra comfortable king size mattress also has cable tv. . Both the one bedroom and two bedroom option have their own private entrance, private kitchen and bath on the third floor. No shared space with anyone else with either the one or two bedroom rental options. Private entrance. Spacious one or two bedroom apartment with full kitchen, bath and living room as well as other amenities. We are available for any questions or concerns but as a rule we give the guests their privacy. The house is steps away from some of Portland’s most popular eateries including the Knotted Apron, Woodfords Bar and Grill, Bird and Co., The Treehouse, and Elsmere BBQ. Not far to the Old Port area to browse seafood markets and shops. Visit the Portland Observatory to explore a historic lighthouse. Close to all public transportation and Portland International Airport Parking in the driveway is a possibility, please ask if interested. Street parking is available, it is based on an odd /even system of the street address. You want to be parked on the same side as the date would be at 12:01 AM on any given day. You are staying at 32 Lawn Ave

An Airy Private Suite steps off Washington Ave
Perfect location to access it all in Portland. Enjoy an airy PRIVATE suite with a unique King size bed, your own bath & private entrance and hallway in this classic New England home located in the desirable East End. This is a family home with two children, a cat and dog. We work to be respectful of noise but sometimes you may hear the kids. However, you have a completely private entrance, bathroom, bedroom and hallway. You enter on the 1st floor but your room and bathroom are on the 2nd floor.

Amazing Bay View Home with Hot Tub
This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Top Deck - Portland Property with Views!
Views, Views, Views! 2 huge decks overlooking water and city skyline. This home is adjacent to Payson’s Park – Portland’s largest park. 5-7 min ride to downtown Portland and the Old Port’s fabulous bars and restaurants. The main floor has bedroom with bath, kitchen, and living room. The upstairs has a large bedroom with bath, open room that can be used as 2nd living room or a 3rd/4th bedroom space. Sleeps 10 – 12. Off street parking 6-8. Large yard. Portland License #STHR-002587-2020

"Good Vibes" 4 Wonderful Seasons @ Portland Home!
Your crew will be close to everything when you stay at this centrally-located place with a pool and spacious yard! Enjoy the home and it is a quick 10 minute uber to downtown Portland to the most popular shops and restaurants. This home is located perfectly to explore greater Portland from beautiful parks/trials to the shopping outlets not far away. This is a family neighborhood and out of respect for my neighbor’s, no loud partying after 10 pm. City of Portland License #: STHR-004465-2022

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

comfy cozy house with yard and central location
Your home away from home! Great location to explore Portland. Cozy house has a large back yard with fire pit . Super comfortable bed, fast WiFi and Roku TV. The kitchen has the essentials, a keurig and a selection of coffee. Walking distance to the farmers market, Hadlock field and The Holy Donut. Close to the Old Port's shops, restaurants and Breweries. The Jetport, 295, Maine Turnpike, and Maine Med are nearby. Parking for two vehicles, one behind the other. Permit “sthr0050202022”

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Higgins Beach *New* Beach Home & Private Offices
Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Mary J. Eastburn House-Eastburn Suite
City of Portland Reg. No. : STHR-002888-2021 Perched on a quiet street corner on Portland's Western Promenade, this historic residence enjoys what Longfellow called the "rarefied air of this little town by the sea," spectacular sunsets, and commanding views of the White Mountains. Built in 1891, the Mary J. Eastburn House now offers 3 private and exclusive guest suites for those who enjoy the grandeur of the past, updated with the luxuries and technology of the present.

The Barnhouse with hot tub
Get away with your whole family at this peaceful home in the country. Hear the frogs chirping in the pond, birds tweeting in the treetops and watch chickens roam around. Enjoy the clear, starry nights while relaxing in the hot tub or cozying up by the fire. Centrally located between coast and mountains. Head a hour north to take the family hiking or on the slopes to enjoy the mountains. Head 40 minutes south to take in the coast and see the iconic Maine lighthouse.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.
Popular amenities for Portland house rentals
House rentals with a pool

Bubbles & Pines - Pool, HotTub, Lg Deck, ME Coast

*Close to Beach*POOL* *5 Star Reviews*

Unique Church Stay • Sebago Lake • Pool • Fire Pit

Designers Dream Home with Pool!

There's No Place Like Home

The Hurkle Durkle House

Lovely Beach house in GRB - Heated pool!

Costal Cottage at Goose Rocks Resort
Weekly house rentals

The Good Bones Abode

Sophisticated 3BR Retreat in The Heart of Portland

Sun-Lit Family Friendly Home in Munjoy Hill

Charming Cottage house, 2 bedrooms & Jacuzzi tub

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Spectacular Oceanfront Home w/ Private Cove

"Periwinkle" ~ a Charming Oceanfront Cottage

Entire Ideally Located Private Cape Elizabeth Home
Private house rentals

Stylish Home in the Heart of the East End

Home in Portland

Coastal Maine Waterfront Retreat

Falmouth Flats Ocean Escape

In-Home Arcade | Hot Tub | Golf | Close to Beach

Portland, Beaches & More! Fenced Yard for Dogs

Minutes to Beaches | Fenced Yard | Chefs Kitchen

Water views, privacy, decks, minutes to Portland
When is the best time to visit Portland?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $386 NZD | $343 NZD | $388 NZD | $386 NZD | $540 NZD | $581 NZD | $658 NZD | $628 NZD | $540 NZD | $547 NZD | $410 NZD | $398 NZD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about house rentals in Portland

Total holiday rentals
Explore 440 holiday rentals in Portland

Nightly prices starting at
Portland holiday rentals start at $51 NZD per night before taxes and fees

Verified guest reviews
Over 25,880 verified reviews to help you choose

Family-friendly holiday rentals
330 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 150 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
440 of Portland holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Portland rentals

4.9 Average rating
Portland stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Portland's top spots, include Peaks Island, Portland Museum of Art, and Crescent Beach State Park
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- Sebago Lake
- Ogunquit Beach
- Wells Beach
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- Popham Beach, Phippsburg
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- Pemaquid Beach
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- Conway Scenic Railroad
- Wolfe's Neck Woods State Park
- Coastal Maine Botanical Gardens
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