Apartment holiday rentals in Winslow

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Top-rated apartment rentals in Winslow

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Guest favourite
An open studio layout features a full-size futon couch and a queen-size bed, both complemented by decorative pillows. A coffee table sits on a soft area rug, with flowers in a vase adding a touch of color. A dining area is visible, alongside a well-equipped kitchen.
Flat in Belfast
4.89 out of 5 average rating, 248 reviews

Comfy, Convenient Studio Apartment Near Downtown

Cozy, comfortable studio apartment in walking distance to the waterfront. This second-floor space has an open layout that includes kitchen, bathroom, dining table, queen-size bed and lounging area. A full-size futon couch accommodates extra friends or kids. Plenty of appliances for cooking. Games, books and streaming TV services for rainy days or evenings in. The well-applianced apartment overlooks a lush perennial garden in a quiet residential neighborhood. Walk to Main Street in 10 minutes.

Top guest favourite
A bright eat-in kitchen area features a small wooden table with two chairs. Natural light streams through large windows, providing a view of the lush garden. A washer and dryer are positioned nearby, enhancing the functionality of the space.
Flat in Bath
4.96 out of 5 average rating, 146 reviews

1820s Maine Cottage with Garden

Enjoy a cozy shipbuilder's cottage in Bath, Maine. This quaint apartment attached to a family home has its own entrance and contains a bedroom, a bathroom, a kitchen, and a living room with antique details that reflect its 200-year old history. Only a 15-minute walk to historic downtown Bath, a 3-minute drive to Thorne Head Preserve, and a 25-minute drive to Reid State Park and Popham Beach. Come appreciate everything MidCoast Maine has to offer! PLEASE NOTE: This apartment has steep stairs!

Guest favourite
The living area features a spacious, neutral-toned sofa and a modern accent chair. A natural wood coffee table sits on a patterned rug. Light-colored walls enhance the airy feel, while exposed wooden beams add character. Natural light filters through wide windows, illuminating the space.
Flat in Richmond
4.9 out of 5 average rating, 233 reviews

Designers Dream 1br Apt where class meets relax!!!

This Designers Dream 1br apartment is located in the quintessential small Maine town of Richmond. Open the door feast your eyes on this truly unique and beautiful spot and get ready to relax or explore! Richmond is home of Swan Island a great spot to explore via kayak or canoe or just grab the ferry! We're 45 min to all downtown Portland has to offer. We are an hour to Booth Bay Harbor and the beautiful botanical gardens. Popham beach is 45 min away, one of the most amazing beaches in state.

Top guest favourite
An open living space features a cozy seating area with a light-colored sofa and a decorative area rug. A spacious bed is placed in one corner, accompanied by soft bedding. The kitchenette is visible in the background, along with a doorway leading to a bathroom.
Flat in Gardiner
4.98 out of 5 average rating, 160 reviews

The Escape on Elm

Our charming Airbnb is located in the heart of Gardiner Maine. Built in 1850, our historic home combines old-world charm with modern comforts. Enjoy the creaking hardwood floors, exposed beams, and coastal accents that create a calming, seaside vibe. The open layout offers a spacious living room with a sofa bed, Smart TV, books and board games. We offer a comfortable sleeping area with a queen bed. A full bathroom. Enjoy cooking in the fully equipped kitchen that opens to a private porch.

Top guest favourite
A charming two-story building features warm wood siding and a green metal roof. The entrance is framed by a covered porch and surrounded by well-maintained landscaping. Tall trees provide shade in the foreground, enhancing the welcoming appearance of the property.
Flat in Washington
4.97 out of 5 average rating, 128 reviews

The Washington Suite on u-pick blueberry farm.

This unique place has a style all its own. No, he didn’t sleep here, Washington that is, but now you can. Our one-hundred-acre farm is located in the small rural village of Washington. It is located just 2/10 of a mile from the village center where the general store, library and town offices are located. Easy commute east to the coast and the must-see towns of Rockland, Rockport and Camden or west to our capitol, Augusta. One hour and forty minutes to Bar Harbor and Acadia national park.

Top guest favourite
A two-story red building features a sloped roof with solar panels, surrounded by lush greenery. An outdoor area includes a picnic table and several chairs, offering a tranquil space for relaxation. A garage door can be seen, blending seamlessly with the rustic aesthetic.
Flat in Belfast
4.98 out of 5 average rating, 343 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Guest favourite
The kitchen features wooden cabinets and a granite countertop. A round dining table with four chairs is situated centrally. Stainless steel appliances, including a refrigerator and a stove, are visible, along with various kitchen utensils and supplies arranged on the countertop.
Flat in Augusta
4.82 out of 5 average rating, 131 reviews

Downtown Augusta - 2 Bedroom - Newly renovated!

Located at the heart of downtown Augusta, this 2 bedroom apartment is a wonderful choice when visiting Augusta Maine with another couple or if you just want more room then your average hotel! This 2nd floor apartment comes fully furnished with brand new furniture, supplies and bedding! The apartment has keyless entry via a keypad with each guests receiving a unique pin. There is free parking and laundry available on site. Enjoy a stylish experience at this centrally-located place.

Top guest favourite
Three colorful flower pots are displayed on a blue wooden surface. The left pot features pink flowers, the middle pot has yellow blossoms, and the right pot showcases soft peach-colored blooms. Lush greenery can be seen in the background, creating a serene outdoor setting.
Flat in Searsmont
4.98 out of 5 average rating, 171 reviews

Searsmont Studio

Fight inflation with a reasonably priced Maine vacation. Low prices, excellent value. Check our ratings. Peak Foliage Oct. 14-20 Entire studio efficiency apartment w/ private entrance above our garage. Fully furnished, including washer and dryer. Country setting on quiet road. Starlink High Speed WiFi/Satellite TV, full kitchen. gardens, lawns and picnic table. Close to Camden, Rockport and Belfast, but in the country.

Top guest favourite
A dining area is presented with a large wooden table, surrounded by metal chairs. Natural light enters through a nearby window, illuminating the space. A decorative bowl filled with flowers sits at the center of the table, enhancing the inviting atmosphere. Simple wall art complements the decor.
Flat in Waterville
5 out of 5 average rating, 125 reviews

Sweet Retreat: 3 BDR Stylish Home Mins To Colby

This spacious home of approximately 1,200 square feet is just 1.1 miles from I-95 and located on the ground floor of a charming, two family home completely renovated and tastefully furnished in 2020. Here the “modern design” and “charming rustic feel” mix perfectly. BONUS: Guests have access to the backyard! The private yard boasts a patio set, fire pit, garden, fence and trees along the property line.

Guest favourite
The kitchen features light-colored cabinetry and a large island with seating for four. A spiral staircase is visible, leading to the upper levels. Natural light is provided by windows above the sink and in the dining area, which includes a wooden table and chairs.
Flat in Pittsfield
4.89 out of 5 average rating, 112 reviews

Loft Retreat

Welcome to our enchanting loft retreat! Our thoughtfully designed apartment offers a serene escape with a touch of sophistication. Ascend the spiral staircase to discover a cozy bedroom complete with a work space and reading nook. Hidden up a trap door on the third level are two twin beds for the nimble. A full deck complete with a small fire pit is available in the warmer months. Your getaway awaits!

Top guest favourite
A cozy studio apartment is showcased with a comfortable seating area featuring a gray couch facing a gas fireplace. A kitchen area, equipped with wooden cabinetry and countertop, is visible in the background. Natural light filters through a large window, enhancing the inviting space.
Flat in Camden
4.99 out of 5 average rating, 141 reviews

Sunny In-Town Camden Studio, 10% weekly discount

Make this cozy, contemporary studio apartment your home-away-from-home. Located just two blocks from downtown Camden, it's a five minute walk to downtown in one direction, or to one of the many trailheads in Camden Hills State Park in the other. In any season, our central location gives you access to the best of the Midcoast. License Number: STR-00030

Top guest favourite
The exterior of a historic red brick building is visible, featuring a peaked roof and decorative architectural details. Clear blue skies and a few white clouds provide a bright backdrop, while power lines crisscross the foreground.
Flat in Belfast
4.88 out of 5 average rating, 220 reviews

Sunny apartment overlooks Main St.

Two bedroom apartment with view of beautiful Penobscot Bay to rent for a few days, by the week or by the month. Second floor, overlooking Main Street with restaurants and things to do just down the stairs.

Popular amenities for Winslow apartment rentals

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Quick stats about flat rentals in Winslow

  • Total holiday rentals

    Explore 40 holiday rentals in Winslow

  • Nightly prices starting at

    Winslow holiday rentals start at £8 per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Winslow holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winslow rentals

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