Are there vacation rentals with a dedicated workspace in Sidney?

Yes! Work meets play with ease at over 20 vacation rentals in Sidney featuring dedicated workspaces. Stay connected and productive in your home away from home.

Are there family-friendly vacation rentals in Sidney?

Sidney has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Do house rentals in Sidney have wifi?

Absolutely! We offer over 20 house rentals with wifi in Sidney. Enjoy a tailored experience with all the comforts you desire.

Do cottage rentals in Sidney have a kitchen?

Absolutely! We offer over 10 cottage rentals with a kitchen in Sidney. Enjoy a tailored experience with all the comforts you desire.

How much does it cost to stay in cottage rentals in Sidney?

Experience the best of Sidney with our cottage rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

Do cabin rentals in Sidney have air conditioning?

Absolutely! We offer over 10 cabin rentals with air conditioning in Sidney. Enjoy a tailored experience with all the comforts you desire.

What are the most popular amenities for Cottage Rentals in Sidney?

Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Do cottage rentals in Sidney have free parking?

Absolutely! We offer over 10 cottage rentals with free parking in Sidney. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Sidney

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Sidney

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.

Treehouse in Appleton

4.97 out of 5 average rating, 396 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Top guest favorite

A two-story house showcases a charming design with a gray exterior and red front doors. Green trees frame the property, providing a natural backdrop. The inviting driveway leads to the entrance, with windows allowing for ample natural light.

Home in Oakland

4.95 out of 5 average rating, 137 reviews

The Modern Maine Retreat

Stay at our Maine Getaway. Our fully renovated 1940s New Englander is sure to bring you peaceful vibes and luxury. Come play Pickleball with just a quick walk over to the courts, driving not necessary!Close to downtown Waterville, Colby College, Thomas College, UMaine Farmington. 2 min from Messalonskee Lake boat launch where you can boat, kayak, canoe, & ice fish. Proximity to ski mountains, Titcomb, Black Mountain, Sugar Loaf & Sunday River. Please note BBQ is only accessible May-October.

Top guest favorite

A spacious bedroom features a large bed with blue bedding against a dark blue accent wall. Two bedside lamps provide soft lighting. A comfortable leather armchair is positioned next to a small nightstand, which holds a tissue box and a framed print.

Home in Hallowell

4.98 out of 5 average rating, 160 reviews

Hilltop Hideaway with Hot Tub & Sauna

Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub or infrared sauna, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Guest favorite

This tiny home on wheels showcases a modern exterior with large windows and a sleek black design. A small set of steps leads to the entrance, while a green mat is placed at the door. Lush greenery surrounds the home, enhancing its natural setting.

Tiny home in Winslow

4.9 out of 5 average rating, 10 reviews

Tiny home on wheels

Experience the charm of camping right in the front yard with this one-of-a-kind tiny home on wheels! Recently built, it features high ceilings, a full-size kitchen, a spacious shower, washer and dryer, a king-size bed, a full-size pullout sofa, and a dining table giving you the comfort and feel of a much larger home. Stay cool with summer AC or unwind by the outdoor fireplace for a cozy evening. Spend your days exploring endless recreational activities, China Lake is just 3 minutes away.

Guest favorite

A charming A-frame cabin is set amidst the lush greenery of the woods. The natural wooden exterior complements the surroundings, while two teal chairs invite guests to relax. A gravel pathway leads to the entrance, framed by large stones and trees casting gentle shadows.

Cabin in Oakland

4.97 out of 5 average rating, 93 reviews

Sister A-Frame in Woods (A)

Escape to one of our two sister A frames. This cozy cottages are nestled in the Oakland, Maine woods. Close proximity to major Route I-95, Messalonskee and prestigious Belgrade Lakes you will find home to a wide variety of wildlife and nature. The campus includes a loft with a view, walking trail, free/overflow parking. A luxury, campy feel makes this A frame a perfect getaway for you and your family. Please note some amenities are seasonal. Feel free to check out our other listings!

Superhost

A sleeping area features a spacious bed with crisp white bedding and a decorative pillow. Natural light filters through two windows adorned with sheer curtains, enhancing the warm color of the purple walls. Two bedside lamps and a tufted bench are positioned nearby.

Apartment in Oakland

4.84 out of 5 average rating, 49 reviews

The heart of the Belgrade lakes

Located in a quiet country setting just minutes from the Oakland boat launch and McGrath pond, this place is stocked for your convenience with a coffee/tea/cocoa bar, air fryer, and full kitchen. Washer and dryer in unit. Swing set, sand box, and trampoline out back. A short drive to downtown Waterville for shopping and entertainment. A 15 minute drive will take you to Maine General, Colby college, or Belgrade lakes. 20 minutes to Augusta. Owners on property to accommodate your needs.

Top guest favorite

A deck area features two green Adirondack chairs positioned to face the tranquil waters of East Pond. Natural greenery from surrounding trees provides a sense of privacy, enhancing a peaceful atmosphere for relaxation by the lake.

Cottage in Oakland

5 out of 5 average rating, 121 reviews

The Rocky Road Camp on East Pond

Welcome to camp life on East Pond. A 1 bedroom home located in Oakland Maine. Your quiet weekend getaway awaits you. Located in central Maine. You will be about a 60 mile drive to the coast or about a 70 foot walk to the lake. Oakland is just a 20 minute drive to Waterville where both Colby and Thomas Colleges are located. East Pond is the host of several area summer camps. The camp will give you beautiful views of the lake. Sit on the deck and enjoy the loons and other lake activity.

Top guest favorite

A spacious living room features a large sectional sofa adorned with colorful cushions. A decorative area rug rests on hardwood flooring, complementing the light walls and artwork. A lamp emits soft light beside the sofa, while a potted plant adds a touch of greenery.

Home in Waterville

4.86 out of 5 average rating, 209 reviews

Cozy House in Waterville

Our private Cozy House has just been renovated! We put in a new kitchen, bathroom, laundry room, and a big 4k smart tv. It's in a friendly neighborhood located in the heart of Waterville only five minutes from Colby College, Thomas College (by car) and just a few minutes from downtown Waterville. Everything is very close to our location. There's a Hannafords nearby, Maine General Hospital and many restaurants, schools and stores. We are located on a private dead-end driveway .

Guest favorite

A spacious living area with high ceilings is highlighted by wooden flooring and contrasting brick walls. A comfortable sofa faces a wooden coffee table, and two distinct entrances are visible. The kitchen features modern appliances, seamlessly integrated within the open layout.

Apartment in Augusta

4.9 out of 5 average rating, 60 reviews

Downtown Augusta - 1 Bedroom Loft

Welcome to Riverview Terrace Loft 7, located in the heart of Augusta, ME. This charming 1-bed, 1-bath apartment offers a full kitchen. The apartment boasts 12' high ceilings, creating an open and airy atmosphere. The stunning granite and brick walls add a touch of elegance to the space. Situated in the heart of downtown Augusta, you'll have easy access to all the amenities the city has to offer. The Kennebec River Rail trail, Restaurants, local shops are all just steps away.

Guest favorite

An outdoor soaking tub with a white finish is positioned near the water's edge, surrounded by a gravel area. String lights hang overhead, providing soft illumination. A serene view of the lake is visible, framed by lush trees, as evening twilight casts a calming atmosphere.

Cottage in Sidney

4.91 out of 5 average rating, 152 reviews

Waterfront Cottage

The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

Superhost

A serene outdoor area is framed by lush greenery and trees, showcasing vibrant orange flowers in the foreground. A meandering stone path leads towards a gathering area in the distance, partially visible through the foliage.

Home in Sidney

4.87 out of 5 average rating, 106 reviews

Brook Ridge Retreat

Work, play, & relax at Brook Ridge Retreat! Come visit your Colby or Thomas College student and have the comforts of home. Do some grilling or cook up a favorite meal in the full kitchen. Remotely connect to work or school at our custom-made desk and dedicated office area with wireless printer and available computer monitor. Splash in the brook or in the basin, and sit under the waterfalls. WiFi, firepit, Keurig or french press, electric fireplace, large decks, & big yard.

Top guest favorite

A relaxing hot tub is positioned on a wooden deck surrounded by trees, overlooking the serene landscape. A person sits at the edge, holding a glass, with soft sunlight filtering through the foliage, creating a peaceful atmosphere.

Treehouse in Belgrade

5 out of 5 average rating, 126 reviews

SkyView Treehouse | Lakefront • Private Hot Tub

Welcome to your dream treehouse escape — tucked among the pines with stunning lake views, a private hot tub, and direct access to Belgrade Stream. Designed for couples, honeymooners, and small families, SkyView Treehouse offers a luxurious retreat in nature. Enjoy starry nights in the hot tub, cozy evenings by the fireplace, and peaceful mornings on your private deck. Rustic charm meets upscale comfort in this unforgettable lakeside getaway.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations with great services and amenities

Popular amenities for Sidney vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Sidney

Guest favorite

The image showcases a serene lakeside view with a one-story house nestled among trees. A spacious lawn leads to a private dock, complemented by white lawn chairs. The sky features scattered clouds, and the calm water reflects the greenery and blue hues.

Home in Sidney

5 out of 5 average rating, 25 reviews

Picturesque Lakefront Retreat in Belgrade Lakes

Top guest favorite

Home in Gardiner

5 out of 5 average rating, 12 reviews

The Little Castle

Top guest favorite

Farm stay in Oakland

5 out of 5 average rating, 11 reviews

Tranquil Farmhouse escape for Leaf-Peeping Season

Top guest favorite

Cabin in Rome

5 out of 5 average rating, 8 reviews

Modern Tiny Cabin Near Belgrade Lakes

Top guest favorite

A spacious bedroom features a large bed with crisp white linens and soft blue accents. A comfortable gray sofa is situated near a window with wooden blinds. A piece of artwork adds a decorative touch, and warm wood flooring contrasts with the light walls.

Guesthouse in Belgrade

5 out of 5 average rating, 11 reviews

The Belgrade Bungalows

Top guest favorite

The entrance to the apartment features a red door framed by two white columns. A small planter with pink flowers sits beside the door. The porch has a wooden floor and is partially covered, offering shelter from the elements.

Apartment in Waterville

5 out of 5 average rating, 27 reviews

Clean & Comfortable, 2nd Fl Apt

A rustic cabin is positioned on a grassy slope, surrounded by tall pine trees. The structure features large windows, a deck with railing, and a staircase leading down to the lawn. A clear blue sky completes the serene outdoor setting.

Cabin in Belgrade

4.58 out of 5 average rating, 187 reviews

Moon Country - Rustic Camp Sustainable Getaway

Guest favorite

A serene lake scene captures a fishing boat with two individuals navigating the water. Colorful foliage surrounds Snow Pond, providing a picturesque backdrop of autumnal hues on the trees and the shoreline. Nearby homes are visible, framed by lush greenery.

Guest suite in Oakland

4.97 out of 5 average rating, 31 reviews

Welcome to Squirrel Pocket!

Quick stats about vacation rentals in Sidney

Total rentals
70 properties
Nightly prices starting at
€ 68 before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Sidney?
Yes! Work meets play with ease at over 20 vacation rentals in Sidney featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Sidney?
Sidney has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Sidney have wifi?
Absolutely! We offer over 20 house rentals with wifi in Sidney. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Sidney have a kitchen?
Absolutely! We offer over 10 cottage rentals with a kitchen in Sidney. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in cottage rentals in Sidney?
Experience the best of Sidney with our cottage rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do cabin rentals in Sidney have air conditioning?
Absolutely! We offer over 10 cabin rentals with air conditioning in Sidney. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Cottage Rentals in Sidney?
Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do cottage rentals in Sidney have free parking?
Absolutely! We offer over 10 cottage rentals with free parking in Sidney. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Sidney

Top-rated vacation rentals in Sidney

Vacation rentals for every style

Popular amenities for Sidney vacation rentals

Other great vacation rentals in Sidney

Quick stats about vacation rentals in Sidney

Total rentals

Nightly prices starting at

Total number of reviews

Family-friendly rentals

Pet-friendly rentals

Rentals with dedicated workspaces

Frequently Asked Questions

Destinations to explore