Holiday houses in Holden

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Top-rated holiday rentals in Holden

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

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Top Guest favourite

An outdoor lounge area features a circular table surrounded by curved sofas adorned with cushions. Soft curtains frame the space, while potted flowers add vibrant color. Natural light filters through the overhead structure, creating a relaxed atmosphere for gatherings.

Home in Worcester

Gather, Cook & Unwind, 3BR, Fireplace

A private resort — without leaving Worcester. Heated pool, fire table, garden courtyard … your own enclosed escape. ★ "Tania’s place was much more than a place….it was a full on fabulous experience." 🏊Heated Pool (to 81F) 🌿 Courtyard w. lounge + garden 🔥Patio w/ Zen fire table* 🍽️ Natural gas + charcoal grills 💧 Reverse osmosis water filter 66” smart TV projector ❄️ Central air conditioning 🔥Indoor gas fireplace 📶300+ Mbps WiFi For non-smokers. No smoking/vaping inside or outside.

FamilyLocationDecor

4.97 out of 5 average rating, 130 reviews

Guest favourite

A spacious yard is surrounded by tall trees, showcasing a playground with a slide and swings. A garden area is interspersed with colorful flowers and is set against the backdrop of lush greenery. A trampoline is visible in the distance, along with a greenhouse.

Farm stay in Rutland

Farm Living

We offer a quiet country setting on a small working farm, with cows, horses, pigs, goats, donkeys, peacocks, emu, rabbits, dogs, chickens, ducks and wildlife strolling now and then. There’s opportunity to interact with the animals. Pack n play available for little ones upon request and another twin fold up bed. We truly want all of our guest to enjoy all the farm has to offer and enjoy the peacefulness. Please inquire about kayak rentals. We also have a game room available to rent. See photos

LocationFamilyIndoor spaces

4.95 out of 5 average rating, 423 reviews

Guest favourite

A welcoming living room features light-colored sofas adorned with decorative pillows. Natural light filters through two windows, illuminating a cozy atmosphere. A lamp and a dresser add functionality, while a neutral carpet completes the space. Greeting from the entrance can be seen in the background.

Guesthouse in Worcester

Carriage house apartment

We have a one bedroom apartment at our historic home, Liberty Farm, which is the 2nd oldest house in Worcester Massachusetts and known as the Abby Kelley Foster house to the locals. Recent furniture upgrade in living room, see pictures. Kitchen has all of the amenities: stove, microwave, fridge, disposal and stack-able washer/dryer. Guests may enjoy the grounds in the quiet Tatnuck Square neighborhood, minutes from the Worcester Airport, restaurants, and hiking. House tours upon request.

ValueFamilyOutdoor spaces

4.82 out of 5 average rating, 334 reviews

Guest favourite

Highland cattle and other animals are seen grazing on a lush green pasture under a clear blue sky. Rolling hills surround the field, creating a serene rural landscape filled with natural beauty.

Farm stay in Rutland

Spacious 3 Bedroom Home for Family Farm Stay

We welcome you to our farm to enjoy our scenery while making memories at our unique rental home great for groups. Our house rental is part of our property where we invite guests to escape to the farm. This family home is excellent for those looking to relax while away from the ski slopes or simply wanting a space to get away. In the middle of an area with plenty of outdoor activities nearby, we're only 8 miles from Wachusett Mountain Ski Resort and have restaurants within just minutes.

ValueLocationParks

4.9 out of 5 average rating, 124 reviews

Top Guest favourite

A spacious deck overlooks a calm lake, reflecting the surrounding trees in warm autumn colors. Several wooden chairs and a circular table are arranged comfortably, with an umbrella providing shade. The setting offers a serene atmosphere, ideal for relaxation or enjoying nature.

Home in Oakham

Lovely & Peaceful Waterfront Vacation Retreat

Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther

FamilyLocationBathroom

5.0 out of 5 average rating, 191 reviews

Top Guest favourite

The charming exterior of a two-story house is showcased, featuring a gray façade with white trim and an inviting front porch. American flags adorn the porch, while well-maintained shrubs and a grassy area complement the space. A brick pathway leads toward the entrance.

Home in Worcester

Charming Large Entire Home Spacious 3 Bed 2.5 Bath

Make some memories at this unique and family-friendly place. A charming home with an eclectic style has tall ceilings, wide open spaces and just that home-sweet-home, comfy feel. Enjoy your morning coffee on the front farmers porch. A jacuzzi bath in the master bathroom. Open the windows and listen to the bird singing in the city. The sunsets are a must and can be seen from the dining room table every night. It’s unreal, really. Centrally located and only 2 minutes away from highways.

ValueFamilyHeating

5.0 out of 5 average rating, 113 reviews

Top Guest favourite

A spacious living area highlights a comfortable gray sofa, complemented by a wooden coffee table at the center. A large television is mounted on the wall, and natural light enters through multiple windows adorned with white trim.

Apartment in Worcester

Centrally Located Apartment in Worcester

This first-floor unit in a charming 1910 duplex offers modern comfort and unbeatable convenience. Located within half a mile of Worcester State University and a grocery store, and within walking distance of restaurants and shops, it’s perfect for any lifestyle. The updated space features lightning-fast 1 Gbps WiFi, two workspaces, off-street parking for one car, and plenty of on-street parking. Ideal for both work and relaxation, this home is fully equipped for a comfortable stay.

FamilyValueComfort

4.96 out of 5 average rating, 114 reviews

Guest favourite

The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.

Barn in Holden

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

ValueLocationSkiing

4.9 out of 5 average rating, 541 reviews

Guest favourite

An aerial view captures the farmhouse in a vibrant red hue, surrounded by lush greenery and autumn foliage. The expansive yard includes several parked vehicles, while the mountains rise in the background under a clear blue sky.

Home in Sterling

Quiet country retreat with modern conveniences

Our mountain-view farmhouse sits on a 5 acre knoll, 300' from a quiet country road, surrounded by the sights and sounds of quintessential New England. The location of the property strikes a perfect balance between seclusion and convenience with access to hiking, kayaking, biking, parks, restaurants, grocery, and shopping close by. Restaurant food delivery of local favorites for Japanese (including sushi), Chinese, pizza, sub, salads, etc is available.

ValueFamilyGetting around

4.93 out of 5 average rating, 239 reviews

Guest favourite

An open layout is showcased, featuring a cozy living area with a light-colored sofa and a warm accent wall. A dining area with granite countertops and bar seating is visible, alongside a table suitable for work. Two windows provide natural light.

Guest suite in Worcester

Modern 2 Bedroom Basement Suite

Modern, Comfortable, Spacious 1st Floor Basement apartment; open layout concept. Located 5 minutes from Worcester State University and 15 minutes to all other Universities/Colleges (WPI, Assumption, Anna Maria, Mass College of Pharmacy, UMASS Medical and more.) 10 minutes from I-290 & 15 minutes to the Mass Pike- I-90, RT 20, RT 146, I-495, & I 395. Great alternative to local hotels, local college graduation season, or even a vacation getaway.

ValueLocationGetting around

4.88 out of 5 average rating, 160 reviews

Guest favourite

A view is captured from a porch, revealing a scenic landscape. Trees line the horizon, and a shimmering body of water reflects the clouds above. A tranquil road runs parallel to the foreground, with a grassy area visible near the entrance.

Townhouse in Holden

Updated 3 Bedroom Townhouse Near Center of Holden

Escape to our modern, centrally located two-story townhome—perfect for families and small group getaways. This inviting 3-bedroom retreat features a fully equipped kitchen, fast Wi-Fi, and a private driveway with an EV charger for added convenience. Ideally situated near local dining, shopping, and attractions, it’s the perfect home base for exploring everything the area has to offer while enjoying a comfortable and relaxing stay.

FamilyLocationWalkability

4.92 out of 5 average rating, 76 reviews

Guest favourite

A spacious bedroom features a large bed adorned with a patterned green and white quilt. Natural light floods the room through multiple windows, highlighting a small desk and ergonomic chair. Soft lighting is provided by sconces on the walls.

Guesthouse in Worcester

Quiet Oasis In The City

Forget your worries in this spacious and serene space. We are right in the city but you'll feel miles away. This two level guest home is surrounded by nature and very relaxing. Two bedrooms and two baths. Two king sized beds. One full bath with oversized tub downstairs. Upstairs bath with standing shower. Full kitchen and coffee and tea. Hot tub is included with BNB. Pool is a separate rental. Message for details.

FamilyLocationPool

4.82 out of 5 average rating, 115 reviews