Vacation rentals in Holden

4.98 out of 5 average rating, 198 reviews

A bright bathroom features a clawfoot bathtub, creating a focal point against the deep red walls. Natural light filters through a window, illuminating the space. Woven rugs add texture to the wooden floor, while neatly arranged towels are visible on a nearby bench.

Cottage in Petersham

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

4.9 out of 5 average rating, 155 reviews

A well-lit bathroom features modern fixtures and a glass-enclosed shower. Soft gray walls complement the marble floor tiles. Shelves with neatly stacked towels are visible, along with a spacious vanity area. Natural light filters through a nearby window, enhancing the inviting atmosphere.

Apartment in Worcester

Lovely 1BR APT, close to colleges

INNER CITY GEM 🔸🔹!! Centrally located in the heart of the city. Just a few minutes drive to anything in the city. A few blocks from the campus of Clark, Becker, & Assumption University. This unit boasts a large bedroom with a queen bed, dedicated workspace, a full closet, and a wall-mounted TV. There is an all-in-one kitchen, Dining Area with a fold-away table to optimize space, and a living room with a big-screen TV and a pull-out sofa bed. A full bathroom with all the necessary amenities!

4.88 out of 5 average rating, 443 reviews

A white picket fence gate provides access to a paved sidewalk leading into a private yard. The background features trees, and a utility shed is visible behind the fence. A sense of openness is created by the surrounding natural landscape.

Guest suite in Worcester

Private Suite with separate entrance in Worcester

The suite allows maximum of two pets per reservation for $50 per a pet. Our guests privacy starts from check in to check out with private entrance. The living room has mini library for guests, a 65 inch smart TV with high speed Internet and complimentary YouTubeTV local channels. The suite has a mini kitchen with mini refrigerator, freezer, microwave, air fryer, and coffee maker. It also has stocked cabinet utensils, cleaning supplies, linen closet and electric pump air mattress if necessary.

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.

4.96 out of 5 average rating, 101 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

★ "Tania’s place was much more then a place….it was a full on fabulous experience." ☞ Courtyard w. lounge + garden ☞ Patio w/ zen fire table* ☞ Natural gas + charcoal grill ☞ Reverse osmosis water filter ☞ 66” smart TV projector ☞ Air filter + purifier: whole house ☞ Central air conditioning ☞ Apple Home pod mini's ☞ Indoor gas fireplace ☞ 300+ Mbps wifi For non-smokers. No smoking inside or outside. 8 mins → DT Worcester (cafe, shops, dining) 17 mins → Worcester Regional Airport [ORH]✈

4.82 out of 5 average rating, 274 reviews

An outdoor seating area is featured on a wooden deck, showcasing a light-colored sectional sofa with cushions and a matching coffee table. A grill stands nearby, surrounded by greenery, while a welcoming area rug anchors the space. Sunlight illuminates the deck, highlighting its wooden texture.

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.

4.83 out of 5 average rating, 156 reviews

A winter landscape showcases illuminated ski slopes on Wachusett Mountain, creating a visual contrast against the evening sky. The gentle slopes lead down to the base area, where buildings are warmly lit, presenting a welcoming atmosphere for visitors.

Home in Westminster

Lakefront, view of ski mtn, firepit, kayaks, dock

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

Guest suite in Hubbardston

A red tray is positioned on a light-colored dresser, containing a remote control and a white dish labeled 'TRINKETS'. The dish provides a dedicated space for small items, enhancing organization on the dresser.

4.99 out of 5 average rating, 123 reviews

In-law Apartment, Full Kitchen, Near Mt Wachusetts

Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.

4.89 out of 5 average rating, 107 reviews

A large red barn-style building is featured, with wooden beams supporting the entrance. Visitors are seen making their way toward the entrance, adorned with seasonal decorations. The sky is filled with clouds that create a dramatic backdrop for this inviting farm setting.

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.

5 out of 5 average rating, 239 reviews

A serene view from large glass doors reveals a tranquil outdoor area, featuring green grass and trees. A sand garden with small statues occupies the foreground, while a rustic structure and walking path are visible in the background.

Guest suite in Uxbridge

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Guesthouse in Westminster

A sleek Keurig coffee maker is positioned on a dark countertop, accompanied by a transparent kettle and a glass canister filled with coffee pods. The modern appliances are set against a neutral grey wall, adding a contemporary touch to the space.

4.98 out of 5 average rating, 397 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!

4.89 out of 5 average rating, 466 reviews

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 sheep and see the horses and 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.

4.94 out of 5 average rating, 207 reviews

A vibrant sunset casts a gradient of purple and orange hues across the sky, with silhouettes of trees visible in the foreground. The mountain range can be faintly discerned in the distance, providing a serene backdrop to the tranquil scene.

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.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Holden vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Holden

4.93 out of 5 average rating, 85 reviews

A spacious living area is highlighted by warm wooden floors and soft lighting. A comfortable gray sectional sofa faces a sleek fireplace, creating a cozy focal point. A bookshelf is visible in the corner, showcasing a variety of books, while an open door leads to another room.

Apartment in Shrewsbury

Clean & Cozy 2BR Across from Quinsigamond Lake

ElenaRating, 5 stars2 weeks ago

A nice apartment unit located above the host's house, I believe. A tad difficult to find at first - perhaps more detailed description could be helpful - but we arrived in the dark, so that might have made it harder. Everything you need for a nice stay. Across the street from the lake (not quite a lake view, but close!). Overall pleasant stay!

4.97 out of 5 average rating, 70 reviews

The exterior of a charming log cabin retreat is displayed, featuring a welcoming porch with seating, surrounded by lush greenery. Warm light glows from the windows, highlighting the rustic stone chimney and sloped roof. A spacious driveway leads to the cabin, adding to its inviting presence.

Home in Westminster

Our Pondside Cabin

DanielleRating, 5 stars4 weeks ago

We had a great stay. It really is minutes away from hiking trails, as well as some restaurants. It was exactly what our large group needed. We were able to prepare meals in the kitchen and ate and played board games at the large dining table. The living room area was comfy and large enough for our group to all hang out in. The place was clean and as pictured in the listing. Kathleen was also very responsive to a few questions I had while there. I'd be happy to return.

Superhost

A well-maintained kitchen sink area is displayed, featuring a stainless steel sink under a window that provides natural light. Countertops are adorned with dark speckled granite, complemented by soap dispensers and a roll of paper towels nearby.

Home in Holden

4.93 out of 5 average rating, 54 reviews

3 Bedroom / 1.5 Bath Townhome

XieRating, 5 stars2 weeks ago

We were here from Boston for my young daughter to ride horses at a farm in Rutland and found this house in Holden, which turned out to be only 5 min from the farm but also very close to the town center in Holden so eating out is very easy. The house is clean and cozy, our host is very responsive and friendly. Overall it's a very enjoyable stay and we would definitely book it again if coming back to this region.

Superhost

4.73 out of 5 average rating, 253 reviews

Comfortable, Clean 2 BR- Burncoat Area

DaveRating, 5 stars3 weeks ago

Thomas and Jenny's place was perfect for our little group of 4, attending a local college graduation. There are two comfortable bedrooms upstairs with enough extra space for our luggage. No problem getting our bags up the stairs, one bag at a time. Very clean throughout. The hosts were accommodating to our changing schedule, and quick to respond during our stay. Easy to find even though we ended up arriving at 3 AM. We felt safe in the neighborhood at all hours. A great value. Our graduate is still in the area so we'll be back!

Superhost

A well-appointed bathroom features a pedestal sink beneath a large, ornate mirror. A cozy chair and small table are positioned near a window, allowing natural light. Fluffy bathrobes hang on hooks, and a glass-enclosed shower adds a modern touch to the classic decor.

Guesthouse in Spencer

4.81 out of 5 average rating, 32 reviews

Nantucket Cottage

AriaRating, 5 stars1 week ago

This place actually feels lived in and has lots of charm. Comfortable bed, lots of privacy, and a great bathroom! Ample parking, too. Also, check-in and check-out were super easy, and the hosts were even able to accommodate early check in. Very communicative, friendly hosts!

4.98 out of 5 average rating, 80 reviews

A serene pond is surrounded by lush greenery and trees, reflecting the sky above. A wooden dock leads to the water's edge, while colorful chairs are positioned nearby for relaxation. Vibrant foliage creates a tranquil setting, ideal for unwinding in nature.

Apartment in Leicester

Sunny 2-Bdrm Apartment at the Barred Owl Retreat

AllisonRating, 5 stars3 weeks ago

This was my second stay at Jessica's wonderful retreat space. This time, I was in town with 2 companions for my son's graduation from Clark University in Worcester. The apt. was perfect for this purpose, as it was for my first stay. This place is an oasis away, but very convenient to Worcester, restaurants, and cultural activities of downtown. For those who like outdoor recreation, there's a lake and a fabulous disc golf course nearby. If you wanted, you could just stay on site. Jessica's grounds are lovely--beautiful, well-tended gardens, places to sit and reflect in nature. The apartment is very comfortable for a good night's sleep, and it includes an inviting common space for guests to spend time together (playing one of the board games, or if one must watch TV it's there, too, but hidden from view if you don't want it as a focal point). A great place for a quiet retreat, or for families. Plus, Jessica is always gracious, helpful, goes above and beyond. You won't regret booking!

A fully equipped kitchen is presented, featuring a granite countertop and modern appliances. A dining area with a table and six chairs is illuminated by a stylish light fixture. Natural light enters through the window, enhancing the welcoming feel of the space.

4.95 out of 5 average rating, 22 reviews

Lovely remodeled single family !

ShaunaRating, 5 stars2 weeks ago

we were so happy with this rental! it's the perfect location to get to highways and shopping. much of this home is newly redone and all of the touches of decor was really well done, I could tell effort was put in. the place was spotless and comfortable. a/c units were in good working condition. the washer and dryer work well and the wifi was great. all important things for me when staying at an airbnb. I will definitely stay here again.

An inviting entrance is featured, showcasing a set of wide steps leading to a covered porch. Brick paving is visible alongside well-manicured greenery and a fence. A charming archway is seen on one side, enhancing the overall appeal of the outdoor space.