Vacation rentals in Holden

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Top-rated vacation rentals in Holden

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

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Top guest favorite
Apartment in Groton
4.96 out of 5 average rating, 141 reviews

Cute & Cozy Groton apartment w/private patio

Cozy apartment with your own private patio; 5-min walk to downtown, shops, cafes, library & restaurants; hop on the Nashua River Rail trail where you can walk/bike to neighboring towns. Enjoy all Groton has to offer, miles of hiking trails, rent a canoe or kayak, golf, horse riding, fishing, apple, pumpkin & berry picking; walk up to Bancroft Castle on Gibbet Hill where “Little Women" was filmed & enjoy the view. Don’t miss a visit to Groton Hill Music, our world class music performance venue 🎶

Top guest favorite
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
4.97 out of 5 average rating, 121 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | 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.

Top guest favorite
A quaint cabin is positioned among trees, softly lit at night. An illuminated entrance is framed by colorful pots and surrounded by a cozy seating area with an Adirondack chair. Flickering firelight adds warmth to the inviting outdoor space.
Cabin in Littleton
4.99 out of 5 average rating, 218 reviews

Private & Remote, Enjoy Outdoors, Sleep in Luxury

Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

Top guest favorite
A decorative sign reading 'Little House Inn' is visible beneath a flowering tree. Circular images feature a cozy living area with multiple windows, scenic views of seasonal foliage, and tranquil outdoor spaces, highlighting the surrounding nature and inviting atmosphere.
Home in Ware
4.9 out of 5 average rating, 329 reviews

Little House Inn - Private House - Secluded

Reconnect with loved ones in our peaceful and cozy, family-friendly home. Our little house is situated on an acre & a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or take in the woodland view from your deck with your morning coffee and yoga workout (mat provided). Deer, turkeys, bunnies, & many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

Guest favorite
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
4.95 out of 5 average rating, 413 reviews

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

Top guest favorite
A serene view of Thompson Pond is visible, framed by trees adorned with autumn leaves in shades of orange and yellow. The sun's rays reflect on the water's surface, creating a tranquil atmosphere. A fenced yard is seen in the foreground, enhancing the peaceful setting.
Cottage in Spencer
5 out of 5 average rating, 81 reviews

CK Cottage | Cozy Cottage on a Peaceful Pond

Your home away from home—a charming, cozy cottage in a peaceful yet convenient location. Unwind in a serene atmosphere with modern comforts and scenic views for a memorable stay. Whether you're planning a relaxing getaway, celebrating a special occasion, or gathering for a wedding, bonfire, BBQ, or picnic, this retreat is the perfect backdrop. Ideally located near top-rated restaurants, breweries, wineries, and serene state parks, there’s no shortage of experiences to explore during your stay.

Guest favorite
The exterior of a two-story building is displayed, featuring a light-colored façade with multiple windows. A covered entrance leads into the building, which is accented by a flagpole. A well-maintained lawn surrounds the pathway, enhancing the inviting appearance.
Apartment in Worcester
4.96 out of 5 average rating, 26 reviews

Easy Access Clean Living- Apartment 1R

Apt is 5 steps from front door. Bright and sunny easily accessible 1 bedroom apartment located conveniently close to interstate 290. Apartment is on the first floor, right hand side, in a secure and quiet 4 unit/4 family building, of which No Smoking & No Pets are allowed. Water filtration including RO water located at Kitchen Sink. Washer/Dryer on site. Shopping Plaza is a 3 min walk. Golf course is a 5 minute walk & Green Hill park is a 10 min walk. Bus stop is located at the end of street.

Top guest favorite
A cascading waterfall flows over natural rocks, surrounded by lush greenery. Delicate pink flowers in the foreground enhance the serene setting, where the sound of rushing water and natural beauty create a peaceful atmosphere.
Guesthouse in Wilton
4.94 out of 5 average rating, 682 reviews

Cottage beside a waterfall

Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

Top guest favorite
A cozy living area is featured with a brown sofa adorned with patterned cushions. A small coffee table sits on a patterned rug, and a lamp is positioned beside a side table. In the background, the kitchen is visible, showcasing stainless steel appliances and additional cabinetry.
Guest suite in Hubbardston
4.98 out of 5 average rating, 208 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.

Top guest favorite
Apartment in Worcester
4.95 out of 5 average rating, 99 reviews

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.

Top guest favorite
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, 495 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!

Top guest favorite
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
4.9 out of 5 average rating, 531 reviews

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.

Popular amenities for Holden vacation rentals

When is the best time to visit Holden?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Holden?

    Holden has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Holden?

    Experience the best of Holden with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Holden?

    Four-legged friends are welcome in Holden. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there house rentals with a dedicated workspace in Holden?

    Yes! Work meets play with ease at over 10 house rentals in Holden featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Where should I stay in Holden?

    Make yourself at home in Holden by choosing from our most frequently booked neighborhoods. We have over 310 vacation rentals in Forest Grove, over 320 vacation rentals in Indian Hill, and over 310 vacation rentals in Indian Lake East.

  • Do house rentals in Holden have air conditioning?

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

  • Do house rentals in Holden have a kitchen?

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

  • Do house rentals in Holden have wifi?

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

  • Do house rentals in Holden have free parking?

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

  • What are the most popular amenities for House Rentals in Holden?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with free parking, over 20 homes with air conditioning, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Holden

  • Total vacation rentals

    Explore 40 vacation rentals in Holden

  • Nightly prices starting at

    Holden vacation rentals start at €34 per night before taxes and fees

  • Verified guest reviews

    Over 1,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Holden vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Holden rentals

  • 4.9 Average rating

    Holden stays are highly rated by guests—averaging 4.9 out of 5!

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