
Guesthouse vacation rentals in Oxford County
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Top-rated guesthouse rentals in Oxford County
Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

A Hiker’s Haven in The White Mountains
This comfortable & cozy cabin style cottage is close to one of the most scenic hikes in NH, the Baldface Mountain Circle trail, with access to 100+ trails around Chatham and it’s locality! It is right next to the historic AMC Cold River Camp, with trails starting right from the doorstep, eliminating the usual hassle of driving and parking. The cottage can host up to 7 guest with all necessary amenities, including WiFi. Use it as a base to explore all the best that North Chatham has to offer.

The Forested Bohemian . Tiny home/ tree house
The tiny home that identifies as a tree house. 404 sq ft. but built up high and surrounded by trees. The 2nd story screened in porch is the perfect spot for coffee, yoga, a book, or a perfect conversation. Nestled in a private corner of a beautiful homestead you can meander through the vegetable and flower gardens, walk the paths on the 10 acres out back ,or wander down to the river. Close to restaurants and outdoor activities or a 45 min. drive to the mts. or the ocean. On a private road.

Tall Pines Cozy Cabin
NO CLEANING FEE, NOTHING EXTRA FOR YOU! You will find this peaceful cozy cabin nestled among tall beautiful red pine trees. Located in a quiet private community in Eustis. This space is perfect for a single person or a couple. The cozy cabin is located next to our home but is a separate stand-alone unit. A lot to offer in a small space. Outside there is a gas grill and a covered porch with chairs to enjoy in the warmer months. Sit and take in the peaceful surroundings or a good book.

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!

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Private apart with luxury view, mins to everything
Welcome to the Peak View Apartment! This lovely and stylish place is perfect for a honeymoon, anniversary or romantic getaway or for those who crave for retreat. This is what you imagine when you want to relax in the house in the mountains!!! But also great for a small family with kids! Sitting on the ridge of Pleasant Mountain, the place is minutes away from all the attractions and beautiful lakes. The property will give you the full vacation in the woods experience!

Downtown Naples guesthouse. Steps from causeway
In the heart of Naples you will find this large 2 bedroom carriage house newly constructed in 2018, only steps away from the lakes, causeway, restaurants, grocery store and marinas. Each large bedroom has a queen bed, the kitchen is fully equipped, the television has Roku for cable access or streaming channels. There is a large deck overlooking a vacant lot. WIFI is included. Oxford Casino, Shawnee Peak, and Fryeburg Fairgrounds are all within half hour drive.

The Blue Room at Cappy's Camp
The "Blue Room", named by the grandkids, is the perfect place to land after a day of exploring the Rangeley Lakes area. Situated right on Beaver Mountain lake, this is a comfy cozy room over the detached garage of the camp. The Blue Room is equipped with two twin beds, tv, wifi, Rinnai heat, shower, fridge, microwave and coffee maker. There is a washer and dryer downstairs in the garage which you may use and share with owners if they are in main camp.

Mountain Treehouse Guesthouse
Spacious second story post and beam room adorned with king bed, full kitchen, bath, living area, and laundry. The guest house is located on 40 acres of wilderness with mountain views, and walking trails on the property. Just two miles from Stone Mountain Arts Center, 15 minutes from Fryeburg village, and only 25 minutes to neighboring North Conway, NH. A great retreat for all seasons. TV, High-Speed Internet, AC, Heat, Ceiling Fans, New Construction.

The Burrow at Patch Mountain
Surrounded by nature, this is a perfect getaway for anyone seeking an active outdoor adventure or a quiet restful retreat. The Burrow is a small studio cottage, set between two other buildings, on a wooded 4.2 acre property. It’s a cozy space with a full kitchen, views of the river and abundant natural light. It has its own sunny patio for eating and shares a fire ring, sitting area and driveway with my other AirBnB- The Haven at Patch Mountain.

The Milkhouse Cottage
A beautiful and cozy little getaway/retreat. Look over the Sandy River towards the Narrow-Gauge Railroad or go down for a dip during the warmer months. Snowshoeing, Walking and hiking trails nearby as well as 2 ski mountain options (Sugarloaf and Saddleback) both about 25 miles away. Local grocery store, restaurant choices nearby, pizza and sandwich shops, local park and much more! This is 4 season area depending on what you enjoy for activities!

Red Shed Cottage at Pickett Hill Farm
Red Shed Cottage is a renovated carriage house situated on the property of Pickett Hill Farm, an 1830's complex. The cottage is ideally situated to capture the essence of the rural countryside of the Lakes Region of Western Maine. Pickett Hill Farm offers splendid views of open fields, Pleasant Mountain and the surrounding forests, attracting naturalists, painters and photographers, as well as those who seek a restful vacation.
Popular amenities for Oxford County guesthouse rentals
Family-friendly guest house rentals

The Bunkhouse at Sebago Lake

Tall Pines Cozy Cabin

On the water Boathouse!

Cottage on Black Brook Preserve

Private apart with luxury view, mins to everything

The Burrow at Patch Mountain

The Milkhouse Cottage

Cottage Under a Crabapple Tree
Guest house rentals with a patio

Guesthouse in Fryeburg

2Twin Prvt Rm Near Sugarloaf & Saddleback, Ski

Guest Apartment in Bridgton

Camp in the woods in a luxury RV camper

Mountainview Escape, Western Foothills of Maine.

Daisy Mountain Inn-Guest House

Tranquil riverfront retreat

Queen bed suite; lake region!
Guest house rentals with a washer and dryer

Stone Mountain Guest House- 5 bedrooms- 2 Floors

The Shire Guest Cottage - Rangeley Lake

Clean prvt room near Sugarloaf Saddleback Ski Hike

2-BR Charming Lakefront Apartment with W/D
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- Sebago Lake
- Story Land
- Sunday River Resort
- Mount Washington Cog Railway
- Saddleback Ski Mountain Maine
- Diana's Baths
- Omni Mount Washington Resort
- King Pine Ski Area
- Belgrade Lakes Golf Club
- White Lake State Park
- Black Mountain of Maine
- Conway Scenic Railroad
- Sunday River Golf Club
- Cranmore Mountain Resort
- Fox Ridge Golf Club
- Wildcat Mountain
- Sugarloaf Golf Club
- Titcomb Mountain
- Echo Lake State Park
- Purity Spring Resort
- Jackson Xc
- Lost Valley Ski Area
- Mt. Abram
- Vista of Maine Vineyard & Cidery Tasting Room



