Vacation rentals in Ashburnham

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Top-rated vacation rentals in Ashburnham

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

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Guest favorite

A lakefront cottage is positioned among trees, with a spacious lawn leading down to the water. A newly installed dock extends into the lake, while various colorful kayaks and paddle boards are neatly arranged on the grass. The sun sets, casting a warm glow over the scene.

Home in Westminster

4.89 out of 5 average rating, 237 reviews

Lakefront, view of ski mtn, fireplace, sauna

Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview

FamilyValueHiking

Top guest favorite

The exterior of The Ginger Bed is showcased, featuring a light green facade with white trim around the windows and door. A welcoming orange door is prominently displayed, surrounded by a landscaped area with colorful mums and autumn foliage.

Guest suite in Ashburnham

4.98 out of 5 average rating, 541 reviews

The Ginger Bed King Suite

Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!

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Top guest favorite

A quaint cabin sits amidst lush greenery, framed by tall trees. The blue exterior features a welcoming porch, flanked by blooming white hydrangeas. A well-kept lawn complements the serene landscape, providing a peaceful retreat in a natural setting.

Guesthouse in New Ipswich

4.95 out of 5 average rating, 428 reviews

"The Porch" Your cozy home away from home!

Welcome to The Porch! Ready for a mini vacation, or just a place to hang out, or work from? You are most welcome here! . This cozy cabin is very flexible and user friendly! It is private to only your group! The downstairs with all it offers, is for one or two person stays. The upstairs becomes available if you enter 3 or more people. This building is in the backyard of our home, as in photos on our Airbnb site, Other info is listed there also! Info book is in room! Welcome! (no pets)

FamilyValueLong stay

Guest favorite

Home in Ashburnham

5.0 out of 5 average rating, 14 reviews

Cozy, year-round Lakefront Retreat.

Nestled in nature at the end of a quiet, wooded road, this cozy waterfront home overlooks peaceful Winnekeag Lake and is surrounded by cedars and maple trees. Wake to glowing sunrises over the water and the call of loons. Spend summer days swimming, kayaking, and fishing, or explore scenic hiking trails nearby. In winter, enjoy and unwind by the fireplace after skiing, and , relax in the radiant sunroom with heated floors and windows on 3 sides—perfect for taking in the beauty of the lake.

LocationFamilyParking

Top guest favorite

Home in Ashburnham

5.0 out of 5 average rating, 39 reviews

The Nutty Bird Lakehouse

Charming lakefront featuring 2 cozy bedrooms comfortably accommodating up to 4 guests, w/2 bathrooms. Nestled in nature, this home offers breathtaking lake views—perfect for relaxing with a good book and a hot cup of coffee. Enjoy the propane firepit on lower deck. For those looking for adventure, each season brings unique activities: swim, hike, and fish in the summer, or enjoy ice skating, sledding, snowshoeing, & scenic drives in winter. Embrace the beauty and tranquility year-round!

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Top guest favorite

A grassy backyard extends towards a calm lake, with a wooden deck featuring a barbecue grill. In the background, a row of chairs lines the shore, complementing the natural setting of trees and water.

Home in Ashburnham

4.96 out of 5 average rating, 70 reviews

Lake House with island and boats to cruise on!

This is a wonderful place to put aside your busy life. No matter the season, our lake home is the feel of relaxation, cozy and comfort. Whatever yours is, you will have the best of all seasons here. Spring flowers popping up, summer water fun, beautiful fall foliage and winter ice-skating, just to name a few. Start the day with a warm cup of coffee watching the sun rise over the trees. Fill the rest with fun and adventures. Finish it with a campfire, s'mores and a nice glass of wine.

LocationFamilyAir conditioning

Top guest favorite

A modern home features a combination of dark siding and natural wood accents, positioned among tall trees. A welcoming porch extends from the entrance, complemented by an American flag. The surrounding area includes a gravel path and vibrant greenery, providing a serene atmosphere.

Home in Jaffrey

4.98 out of 5 average rating, 106 reviews

Willow Falls Home ~Hot tub & Waterfront

Constructed waterfall views are just feet away from you! Not far from Boston, RI or CT, this newly designed home is located at a privately viewed pond, in New England, near Mt. Monadnock! Kick back, relax & listen to the water falling in a screened-in gazebo, or in the outdoor hot tub! Or view it all at the picture windows and enjoy the solitude at this picturesque retreat! Inside you'll find multiple lounging areas, luxurious beds, a fully stocked kitchen and a fun game room.

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Top guest favorite

A warm kitchen area features wooden paneling and a round dining table set for two. A small, cozy electric stove is situated near the table. The space is complemented by a full-size refrigerator and a microwave, with decorative touches on the walls.

Apartment in New Ipswich

4.96 out of 5 average rating, 143 reviews

Quiet country apartment in farmland setting.

Cozy studio located on 90 acres of private property that includes conservation woodland and fields, perfect for a challenging hike and wildlife viewing. Apartment has 1 queen bed with roll out cot and a full bathroom with shower and selection of towels. The fully equipped kitchen comes with a refrigerator, microwave, and the washer and dryer downstairs mean less packing. When not out and about exploring the countryside there is WiFi and a smart TV to keep you entertained.

ValueLocationAir conditioning

Guest favorite

A serene bedroom features dark walls and a vintage wooden headboard above a spacious bed adorned with decorative pillows. Light enters through the window, illuminating the room's elegant rug and providing a cozy atmosphere. Nightstands with lamps flank the bed, enhancing the inviting feel.

Home in Fitchburg

4.95 out of 5 average rating, 128 reviews

Guest home in downtown Fitchburg

10% off if booking 1 bedroom only. Exclusive use of the house but please do select the correct number of guests to display the final fee. Spread out in this centrally-located (downtown/urban) home built in the 1800s - where each room has been curated in a timeless tone, with relaxation and comfort in mind. Convenient to FSU, Game On Sports Complex, Fitchburg Art Museum, the commuter rail to Boston, Applewild School, Wachusett Mountain, Great Wolf Lodge etc.

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Superhost

A cozy living area features a large sectional sofa in gray, complemented by a bright yellow armchair. A modern black coffee table sits in the center. A flat-screen TV is mounted on the white wall, while warm string lights create a welcoming ambience.

Guesthouse in Westminster

4.98 out of 5 average rating, 510 reviews

Guest House - 4 miles from Wachusett Mt.

Welcome to a cozy, newly renovated semi-attached in-law unit! Nestled in a peaceful neighborhood, you’ll be just a short walk from the town center and only a 10-minute drive to the scenic Mount Wachusett. With easy access to Route 2, it’s the ideal base for your adventures. Enjoy the privacy of your own entrance and two dedicated parking spaces. Whether you’re here for a weekend getaway or a longer stay, we’re sure you’ll enjoy your time in this inviting space!

ValueLocationView

Guest favorite

A comfortable sofa is positioned near a window with sheer curtains, allowing natural light to illuminate the space. A decorative pillow with text is placed on the sofa, while a glass of wine rests on a wooden table outside, visible through the window.

Cabin in Winchendon

4.96 out of 5 average rating, 134 reviews

The little house on Mirror Pond

Escape to our fully renovated tiny pond house on the serene Mirror Pond. Perfect for up to 4 guests, enjoy swimming, kayaking, or floating on tubes. Unwind by the fire pit, barbecue on the deck, or cozy up by the fireplace with board games on cooler days. With great WiFi, it’s also ideal for a peaceful work retreat. Whether you're here to relax, or get some work done, this tranquil hideaway offers the perfect blend of adventure and relaxation.

LocationFamilySkiing

Guest favorite

A welcoming family home is set in a lush green landscape, featuring beige siding and a dark shingled roof. The property includes a driveway leading towards a two-car garage, surrounded by thoughtfully maintained gardens.

Home in Westminster

4.94 out of 5 average rating, 142 reviews

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.

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