Vacation rentals in New Gloucester

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Top-rated vacation rentals in New Gloucester

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Guest favorite

Cottage in Pownal

4.99 out of 5 average rating, 323 reviews

Upscale Timber-Frame Cottage, Shop/Dine/Hike/Bike

Relax and unwind at this cozy post-and-beam cottage in a woodsy setting. Complete with all the modern amenities you will feel at home after exploring all that Maine has to offer. At day’s end ascend to the loft bedroom for a great night's sleep. Please note the current Maine travel restrictions: https://www.maine.gov/covid19 This custom post and beam cottage is brand new. Designed by John Libby, one of the most respected timber frame builders in New England, (www.housesandbarns.com) this space was thoughtfully designed and meticulously built specifically for your enjoyment. This cottage resides on the owner’s property, but is sited on its own two acres nestled among a beautiful stretch of Maine hardwood forest. Accessible via its own private driveway and surrounded by acres of pristine forest, it is the perfect place to relax among nature. No matter the season the exposed weathered Douglas Fir beams of the building will both welcome you and wrap you in a feeling of comfort and contentment. This complete home has all of the amenities. The kitchen includes natural unpolished granite countertops and brand new appliances including a stainless steel gas oven/range, dishwasher and refrigerator. The whitewashed walls of the hallway and bathroom provide a more modern feel, while showcasing all the wonderful knots of the Maine white pine from which it was milled. An easy-to-access, low/no step corner shower complete with floor to ceiling tile and an oversized vanity make time in the bathroom a pleasure. The open concept makes for a natural flow through the space and the sitting area comes complete with a queen sofa bed, TV and a gas fired wood-stove. The vaulted ceilings rise 22’ above the floor providing a spacious and beautiful feel. Radiant heat in the finished concrete floors make the space cozy and keep your feet warm. Oversized and lit stairs lead to the loft where you’ll find a king sized bed providing the opportunity for a great night’s sleep. Large windows make you feel as though your sleeping in the tree tops…come Fall this Oak and Maple forest comes alive with color. A ceiling fan keeps you cool, in the Summer and moves the heat around come Winter. Enjoy the beautiful outdoors on either the front or back deck, or from your own personal fire pit complete with granite bench. Don’t forget the s’mores! Guests have access to the post and beam cottage as well as the immediate surrounding area. We ask that the property boundaries are respected and that the guests do not go past the rock wall or onto the main house property or neighboring properties/horse farm. The post and beam cottage is on the same property as our primary residence but has it’s own driveway and is situated in a private clearing surrounded by beautiful forest. We will usually be available to welcome you personally and are happy to meet new people and make new friends but we also respect our guests privacy as we expect the same in return. Thank you! This post and beam cottage is in the small town of Pownal, 20 minutes from the wonderful restaurants, sights, and sounds of Portland. It's a 10-minute drive to Freeport and the L.L.Bean flagship store. Bradbury Mountain State Park is two miles away.

Jan 5 – 12

R5,249 ZAR per night

Guest favorite

Bus in Durham

4.93 out of 5 average rating, 115 reviews

Celebration Bus: Tree Farm & Wellness Center

You could relax on a beautiful organic farm in Maine! Stay on our whimsical, comfortable, and surprisingly spacious bus, nestled in a secluded wooded area perched over a brook where you'll see a variety of wildlife. Explore beautiful walking trails that wind through blueberry & raspberry patches & the forest on our 110 acres. You may restore your body & soul through private yoga, Reiki, & wellness sessions. Eat delicious food from our harvest baskets of fresh vegetables & eggs from the farm.

Oct 16 – 23

R1,809 ZAR per night

Guest favorite

Tiny home in Durham

4.99 out of 5 average rating, 299 reviews

Crow’s Nest Tiny House at Old Crow Ranch

The Crow's Nest Tiny House sits nestled on Old Crow Ranch, a 70-acre working livestock farm, a true example of thriving Maine farmland. You'll be surrounded by fields and pine woods in Durham, Maine. Just outside Freeport and only 30 minutes from Portland, this cozy space makes a calming retreat away from the city - for a night or for a week. Fall asleep listening to the peepers and gazing at the stars, drink your morning coffee while looking out at the cattle & chickens grazing in the fields.

Feb 20 – 27

R3,242 ZAR per night

Guest favorite

Guest suite in New Gloucester

4.98 out of 5 average rating, 173 reviews

Peaceful Lakeside Suite w/Firepit and Kayaks

Open the double doors of your suite for direct access to a beautiful Maine lake. With a private entrance, the open concept apartment is in the walk-out basement of our log-cabin style home. Includes a kitchenette, private bathroom, enclosed unheated porch, large flat screen TV with DirecTV, washer & dryer. A patio with firepit is available (except when snow-covered). You may swim and use our kayaks and other boats, in season, at your own risk. Nice views. Quiet and peaceful. Enjoy star-gazing.

Jul 16 – 23

R2,306 ZAR per night

Guest favorite

Guesthouse in New Gloucester

4.89 out of 5 average rating, 108 reviews

On the water Boathouse!

In the water! Two story boathouse. Originally built in 1939 and parked boats in until 1972. Converted to living space in the early eighties. The upstairs consist of a bedroom walk in closet and a balcony. The downstairs is a living room, kitchen and bathroom. Walk out the door to the patio , dock , and beach! You won't find anything closer to the water! The balcony is the perfect place to watch the sunset, thunderstorms, or sip your morning coffee. Watch the fish out the window!

Nov 1 – 8

R4,057 ZAR per night

Guest favorite

Cabin in Freeport

4.98 out of 5 average rating, 469 reviews

Cozy Cottage-Near Harbor & Park

Bailiwick Cottage is a cozy, private cottage that looks south down Freeport (Harraseeket) Harbor in Freeport, ME. It is a 4 season accommodation that is close to Freeport shopping, Portland eating, and the Adventure Schools of LL Bean. The cottage sits approximately 50 yards from our main house, has its own parking space and patio, and offers the ability to come and go as you wish. We have had 12 honeymoons in the cottage. Freeport Registration # STRR-2022-59

May 14 – 21

R3,010 ZAR per night

Superhost

Farm stay in Gray

4.88 out of 5 average rating, 241 reviews

The Retreat at Crystal Lake Farm

This getaway features two spacious bedrooms plus an upstairs bedroom loft, sleeping up to 6 with ease. The large bathroom is accessed by both the master bedroom and living room and features on-site laundry. For guests who love to cook the kitchen is fully equipped and the deck is a perfect place to relax in the summer and enjoy the view. In colder seasons guests are encouraged to cozy up by the wood-burning stove or use the outdoor BARREL SAUNA.

Jun 16 – 21

R3,952 ZAR per night

Guest favorite

Home in Lewiston

4.99 out of 5 average rating, 138 reviews

Clean and comfortable home

First floor of newly renovated, well-stocked, single-family home in quiet, safe neighborhood. Full kitchen, 2 bedrooms each with comfortable queen-sized bed, full bathroom, on-site laundry. Shoppable art on-site :) Located less than 1 mi from Bates College and St. Mary’s Hospital. Less than 2 mi from Central Maine Medical Center. Proof of Covid-19 vaccination may be requested for all eligible to receive vaccine (including children).

Jun 9 – 16

R2,169 ZAR per night

Guest favorite

Guesthouse in Windham

5.0 out of 5 average rating, 218 reviews

Cottage on Black Brook Preserve

This charming cottage is thoughtfully furnished, it's your home away from home! Clean and cozy, one bedroom with queen size bed and full kitchen. Sit in front of the gas fireplace or on your own private deck overlooking the 105 acres of Black Brook Preserve. Take a hike, snowshoe or cross-country ski right outside your door. We now have new sofa, bed, refrigerator, stove, as well as shower and bathroom flooring.

May 29 – Jun 5

R2,434 ZAR per night

Guest favorite

Home in Auburn

4.99 out of 5 average rating, 123 reviews

Cozy getaway near Bates & the best spots in Maine

Our home: Meditate, paint, or workout in the yoga room Cook and relax in the spacious kitchen Sleep deeply in the breezy bedrooms surrounded by jungle plants and books Take a nap or stretch out in the urban-accented living room Just a 40-minute drive to Portland, Brunswick, Bath, and Freeport! Minutes to Bates and St. Mary's. Stays > 2 weeks come with free weekly cleanings.

Dec 14 – 21

R2,289 ZAR per night

Guest favorite

Guest suite in Freeport

4.95 out of 5 average rating, 197 reviews

Weather's Edge, Freeport

Come enjoy the historic charm of South Freeport. This antique home and cozy accommodation await you, featuring a private entrance, private room, private full bath, t.v. with cable, and wi-fi. This is a second-floor room, accessed from a dramatic original (steep) staircase, and is conveniently located in an area of lovely homes, with Freeport Village just five minutes away.

May 18 – 25

R1,339 ZAR per night

Guest favorite

Guest suite in Lewiston

4.97 out of 5 average rating, 191 reviews

Sanctuary in the City

Welcome to our sanctuary in the city. Conveniently located just off the I-95, our spacious one-bedroom suite offers a queen bed, bath with cedar sauna, kitchenette, private yard with pergola, and laundry. Enjoy quick access to a range of local shops & restaurants, endless outdoor activities, and convenient access to Portland and Southern Maine’s coastal region.

Oct 21 – 28

R2,624 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for New Gloucester vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near New Gloucester's top sights

Maine Wildlife Park54 locals recommend

Pineland Farms66 locals recommend

Poland Spring Resort7 locals recommend

Cole Farms Restaurant & Pub3 locals recommend

Range Ponds State park32 locals recommend

Cyndi's Dockside Restaurant12 locals recommend

Other great vacation rentals in New Gloucester

Guest favorite

Guest suite in Windham

4.92 out of 5 average rating, 151 reviews

Millers Private Studio on Highland Lake

Jun 13 – 20

R2,214 ZAR per night

Guest favorite

Guesthouse in Harpswell

4.95 out of 5 average rating, 431 reviews

Harpswell Studio on Waterview Property! Lobster!

May 10 – 17

R2,579 ZAR per night

Guest favorite

Apartment in Freeport

5.0 out of 5 average rating, 130 reviews

Cozy Maine Barn Hideaway- 2nd Floor Apartment

May 25 – Jun 1

R3,524 ZAR per night

Guest favorite

Guest suite in New Gloucester

5.0 out of 5 average rating, 14 reviews

Many Moons Farm

Oct 3 – 10

R1,244 ZAR per night

Guest favorite

Camper/RV in New Gloucester

4.98 out of 5 average rating, 48 reviews

Joelsa Farm’s Camper

Sep 22 – 29

R2,300 ZAR per night

Superhost

Cottage in New Gloucester

4.95 out of 5 average rating, 41 reviews

Lakefront 2 Bedroom Cottage / Camp with Dock

Jul 10 – 17

R8,505 ZAR per night

Guest favorite

Guest suite in Pownal

4.97 out of 5 average rating, 74 reviews

Maine Mystic Gardens, Family Friendly Suite

Jan 27 – Feb 3

R2,099 ZAR per night

Guest favorite

Tiny home in Pownal

4.93 out of 5 average rating, 28 reviews

Little FoxHill, a home in the woods by a brook

Dec 27 – Jan 3

R3,951 ZAR per night

Show all

Quick stats about vacation rentals in New Gloucester

Total rentals
60 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
2.2K reviews
Nightly prices starting at
R1,154 ZAR before taxes and fees

Frequently Asked Questions

Are there pet-friendly vacation rentals in New Gloucester?
Four-legged friends are welcome in New Gloucester. Choose from more than 30 vacation rentals for guests traveling with pets.
Do house rentals in New Gloucester have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in New Gloucester. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in New Gloucester?
Experience the best of New Gloucester with our house rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there New Gloucester vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in New Gloucester, available on Airbnb. Make a splash and soak up the sun in style!
What are the most popular amenities for Cottage Rentals in New Gloucester?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in New Gloucester?
Yes! Work meets play with ease at over 20 vacation rentals in New Gloucester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cottage rentals in New Gloucester have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in New Gloucester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in New Gloucester have wifi?
Absolutely! We offer over 20 house rentals with wifi in New Gloucester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in New Gloucester have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in New Gloucester. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in New Gloucester?
New Gloucester has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in New Gloucester

Top-rated vacation rentals in New Gloucester

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for New Gloucester vacation rentals

Stay near New Gloucester's top sights

Other great vacation rentals in New Gloucester

Guest suite in Windham

Guesthouse in Harpswell

Apartment in Freeport

Guest suite in New Gloucester

Camper/RV in New Gloucester

Cottage in New Gloucester

Guest suite in Pownal

Tiny home in Pownal

Quick stats about vacation rentals in New Gloucester

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there pet-friendly vacation rentals in New Gloucester?

Do house rentals in New Gloucester have air conditioning?

How much does it cost to stay in house rentals in New Gloucester?

Are there New Gloucester vacation rentals on Airbnb with pools?

What are the most popular amenities for Cottage Rentals in New Gloucester?

Are there vacation rentals with a dedicated workspace in New Gloucester?

Do cottage rentals in New Gloucester have free parking?

Do house rentals in New Gloucester have wifi?

Do house rentals in New Gloucester have a kitchen?

Are there family-friendly vacation rentals in New Gloucester?

Destinations to explore