Holiday rentals in Winthrop

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Top-rated holiday rentals in Winthrop

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Guest favourite

Guest suite in Monmouth

4.97 out of 5 average rating, 101 reviews

Welcome to The Nest - 1 bed, deck w/bath & parking

Enjoy easy access to entertainment, restaurants & shopping. Historic Cumstom Theater, local Bakery, Bar & pizzeria. Willows Awake and The Vista wedding venues w/tasting rooms. Microbrewery’s Grateful Grains & Van der Brew tap rooms w/food trucks & entertainment. Maine turnpike access for shopping;Freeport LLBean, Portland, Bath, Augusta, Hallowell & Lew/Auburn areas. Tour Bates,Bowdoin, Colby, Thomas & Husson. Golfing, boating, antiques, State Parks, hiking/walking trails,beaches & Festivals.

31 Oct – 7 Nov

₹10,542 per night

Guest favourite

Loft in West Gardiner

4.98 out of 5 average rating, 110 reviews

Cozy, Efficiency Apartment with Hot Tub

Keep it simple at this peaceful, centrally-located efficiency apartment. 15 minutes to Gardiner and Augusta, 15 minutes to I95/295. Less than one hour from Portland. Walk along the stream, listen to the loons or enjoy relaxing in the hot tub. If you want to paddle in a kayak, you can do that too! Eagles regularly soar overhead. Queen size bed, love seat and room enough for a pack and pay or twin air mattress. A/C, full kitchen, Keurig, microwave, toaster, dishes. Wifi and cable. Roomy parking.

30 Jan – 6 Feb

₹9,947 per night

Guest favourite

Home in Augusta

5.0 out of 5 average rating, 11 reviews

Super cute waterfront cottage

Beautiful four-season waterfront cottage located on the outskirts of Augusta. The main living space has a full kitchen, living room/dining space, bathroom with laundry, and bedroom (queen bed). The walk-out basement offers a fantastic cabin-style space complete with its own bathroom) to lounge after a long day exploring. Or stay outside and enjoy the water views from the second-story deck or ground-level fire pit. Either spot is an amazing place to enjoy the night sky and listen to the loons.

27 Apr – 4 May

₹11,173 per night

Guest favourite

Home in Litchfield

4.92 out of 5 average rating, 112 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

30 Apr – 7 May

₹13,134 per night

Guest favourite

Guest suite in Hallowell

5.0 out of 5 average rating, 51 reviews

Welcome to the Brown House! Hallowell studio

Come and enjoy Hallowell and Central Maine while staying at our studio apartment. An easy walk to downtown Hallowell to shops, restaurants , and pubs. Take a walk on the Kennebec Rail Trail. A 10 minute drive to visit Maine Cabin Masters. Studio is located above owners garage with separate entrance and off street parking. Included: linens, towels, TV, WiFi, single Keurig coffee maker, microwave, toaster, college dorm size fridge

27 Dec – 3 Jan

₹6,363 per night

Guest favourite

Cabin in Litchfield

4.82 out of 5 average rating, 147 reviews

Cobbossee log cabin / post & beam

Come and enjoy this unique log cabin / post&beam just minutes walk from cobbossee stream. A wonderful place which can be enjoyed during any season, in the winter enjoy ice fishing on pleasant pond 10 minutes away, Cobbossoconte lake 20 min. or take an hours drive to the slopes to do some skiing. During the summer come enjoy the lakes and the slower pace of life, bike or run the country roads. There is a wood burning fireplace and stove, but firewood is not provided.

5–12 Feb

₹11,404 per night

Guest favourite

Flat in Hallowell

4.98 out of 5 average rating, 300 reviews

Two Bedroom Mid Century Modern Downtown Apartment

Experience this amazing two bedroom Mid-Century Modern apartment in Downtown Hallowell. This is newly renovated & steps away from a variety of restaurants & pubs. It has all the fun and funky charm of the early 1960’s with bright colors, rich woods, clean lines & shag rugs. All the modern comforts including stainless steel appliances, vessel sinks, soaker tub & new beds. A couple miles from the State Capital and centrally located between Brunswick and Waterville.

19–26 Oct

₹11,263 per night

Superhost

Flat in Winthrop

4.83 out of 5 average rating, 6 reviews

Jill's Place

This is a brand new daylight basement airbnb with access to Cobeeseecontee Lake in East Winthrop Maine. Note: this is not lakeside, but 1 house back and with l good views. It is 160 ft from the lakeside where there is a very nice grassy area with lounge chairs, a dock, and a swimming area. There is even a mooring for your boat! 1 kayak and a peddle boat included. 500 ft away from the fabulous White Duck Restaurant and lakeside marina where you can rent a boat.

4–11 Nov

₹12,991 per night

Guest favourite

Tiny home in Winthrop

5.0 out of 5 average rating, 18 reviews

Lakefront guest cottage,

This lakefront cabin is quiet and peaceful. The lake is beautiful with all types of wildlife. Kayaking, canoeing is available or you can just sit by the fire and enjoy the beautiful Maine woods. Use of kayaks, canoes, fire pit, gas grill, and dock slip for your own boat included. Our Tiny-house has everything you need for the perfect getaway. We provide you with linens, a stocked kitchen and a gas stove. Included wifi, and smart TV.

13–20 Jun

₹13,426 per night

Guest favourite

Guest house in Richmond

4.9 out of 5 average rating, 137 reviews

The Studio

Welcome to our 2.5 acre haven! This studio is full of life with color that will bring your spirits up. It is a little over 400 sq. ft. with your own private entrance from the garage and above apartment, on the first floor, your own parking and not too far from the city. Richmond is a small town that sits near the Kennebec River and Swan Island where you can enjoy outdoor adventures. * Space not equipped for children *

19–26 Jun

₹8,577 per night

Guest favourite

Cottage in Winthrop

4.98 out of 5 average rating, 49 reviews

Family friendly, 2-Bedroom cottage with lakeview

Enjoy your stay at The Coop, a brand new family-friendly, 2-bedroom cozy, modern cottage packed with amenities, nestled in the village of a rural town w/ lake views. There is a large yard with fire pit, snowmobile & walking trail access out back. A 10 minute walk to the beach & boat launch on Maranacook lake, as well as multiple local eateries and shops. Interested in a massage? Studio located below condo!

10–17 Feb

₹15,869 per night

Guest favourite

Cabin in Winthrop

4.97 out of 5 average rating, 36 reviews

Quaint & cozy cabin in beautiful wooded setting

Kick back and relax in this calm, stylish space. Less than 15 minutes to Augusta, and an hour from Portland! Close to many amenities, but far enough out to enjoy nature. The cabin sits on 33 acres, with fields and trails. The cabin itself has Wi-Fi, cable tv, a lofted queen bedroom, all of which have been recently updated. Outdoor amenities include BBQ grill, and lakes and ponds in close proximity.

6–13 Jan

₹11,023 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Winthrop holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Winthrop's top sights

FAST EDDIES DRIVE IN8 locals recommend

Hannaford Supermarket37 locals recommend

The Barn at Silver Oaks Estate3 locals recommend

Winthrop House of Pizza6 locals recommend

TJ's Pizzeria5 locals recommend

Peppers Garden & Grill6 locals recommend

Other great holiday rentals in Winthrop

Guest favourite

Flat in West Gardiner

4.93 out of 5 average rating, 28 reviews

Cobbossee Lake 3 Bedroom 2 Bath Rental

25 Jan – 1 Feb

₹14,747 per night

Superhost

Cabin in Monmouth

4.84 out of 5 average rating, 19 reviews

The Woodland Lodge

17–24 Jul

₹13,703 per night

Guest favourite

Cabin in Winthrop

5.0 out of 5 average rating, 14 reviews

Lake Cabin in the Trees

6–13 May

₹25,552 per night

Guest favourite

Flat in Augusta

4.94 out of 5 average rating, 31 reviews

Convenient, Private Apartment Near the Capitol

18–25 Apr

₹8,995 per night

Guest favourite

Flat in Hallowell

4.96 out of 5 average rating, 25 reviews

The Gallery

24 Apr – 1 May

₹11,813 per night

Guest favourite

Home in Greene

4.84 out of 5 average rating, 31 reviews

Beautiful Maine Lakeside Cottage

8–15 Sep

₹9,532 per night

Guest favourite

Home in Winthrop

4.97 out of 5 average rating, 37 reviews

Breathtaking Timber-frame Lakehouse

5–12 Jan

₹91,323 per night

Guest favourite

Guest suite in Chesterville

4.93 out of 5 average rating, 97 reviews

Rustic Ridge

13–20 Nov

₹6,658 per night

Show all

Quick stats about holiday rentals in Winthrop

Total rentals	50 properties
Rentals with dedicated workspaces	20 properties have a dedicated workspace
Pet-friendly rentals	20 properties allow pets
Family-friendly rentals	30 properties are a good fit for families
Total number of reviews	1.4T reviews
Nightly prices starting at	₹4,175 before taxes and fees

Holiday rentals in Winthrop

Top-rated holiday rentals in Winthrop

Guest suite in Monmouth

Loft in West Gardiner

Home in Augusta

Home in Litchfield

Guest suite in Hallowell

Cabin in Litchfield

Flat in Hallowell

Flat in Winthrop

Tiny home in Winthrop

Guest house in Richmond

Cottage in Winthrop

Cabin in Winthrop

Holiday rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Winthrop holiday rentals

Stay near Winthrop's top sights

Other great holiday rentals in Winthrop

Flat in West Gardiner

Cabin in Monmouth

Cabin in Winthrop

Flat in Augusta

Flat in Hallowell

Home in Greene

Home in Winthrop

Guest suite in Chesterville

Quick stats about holiday rentals in Winthrop

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Destinations to explore