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House vacation rentals in Holden

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Top-rated house rentals in Holden

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Top guest favorite

The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.

Home in Holliston

4.97 out of 5 average rating, 105 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Top guest favorite

Home in Greendale

4.96 out of 5 average rating, 109 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 ☞ Pool! ☞ Patio w/ Zen fire table* ☞ Natural gas + charcoal grills ☞ 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 (shops, dining) 17 mins → Worcester Regional Airport [ORH]✈

The exterior of the cottage features a multi-tiered deck with white railings and a set of stairs leading to lush green grass. String lights hang above, and comfortable chairs are arranged for relaxation. Large windows provide a glimpse of the interior spaces, accented by natural surroundings.

Home in Westminster

4.9 out of 5 average rating, 202 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

Top guest favorite

Home in Hopkinton

4.95 out of 5 average rating, 161 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

This my home in which I am now an "empty-nester". I have 3 bedrooms available, each with a Queen bed, plus a room over the garage with 2 futons and a mattress. NOTE: I live here and will be home during your stay. You'll have access to a private bathroom and the rest of the house: kitchen, dining room, living room, etc. NO pets allowed My place is close to Boston, Worcester, Providence, state parks, etc. Good for singles, couples, business travelers and families. Great pool and hot tub!

A spacious yard features a large apple tree in bloom, bordered by a wooden fence. Outdoor seating is provided with picnic table and Adirondack chairs, inviting relaxation under clear skies. The two-story house has a welcoming exterior with a distinctive roof and wooden accents.

4.9 out of 5 average rating, 277 reviews

Little House Inn - Private House - Secluded

Reconnect with loved ones in our cozy, quaint family-friendly home. Our little house is situated on an acre and 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, and many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

A modern kitchen area is presented with wooden cabinetry and black appliances, including a refrigerator and microwave. A dining table with place settings is visible, alongside a cozy living area featuring a leather sofa and a ceiling fan overhead.

Home in Framingham

4.96 out of 5 average rating, 140 reviews

1BR Loft | 25 Mins to Boston | Quiet Neighborhood

Welcome to The Loft! 100% Private 1-Bedroom Place Queen Bed — Pillowtop Mattress Full Kitchen — Stove, Fridge, Dishwasher, Pots/Pans, Utensils & Cooking Essentials Dining Area — Table & Chairs Living Room — Leather Sofa 49" SmartTV — Netflix + Sling Live TV Bathroom — Shower, Plush Towels & Natural Bath Products Private 2nd Floor Entrance Your Own Driveway Quiet & Safe Neighborhood Deep Cleaned & Sanitized 2 Min Walk to Park 25 Mins to Boston Easy Access —Route 9 & 90-Mass Pike

A wooden deck offers high-top chairs facing a tranquil lake surrounded by trees. The scene includes a spacious grassy area leading to the water, with a gazebo visible in the distance. A gentle mist adds a serene quality to the landscape.

4.84 out of 5 average rating, 155 reviews

Antique Home w Private Pond, Sturbridge /Brimfield

Minutes to Sturbridge, great craft breweries, (including TreeHouse), Brimfield Antique Flea Market. Our recently ( and ongoing) renovated 1800s farm house is ready for your next stay. It is quirky and not for perfectionists! Visit nearby Old Sturbridge and its many great shops and restaurants, and nearby State Parks. Plenty of room, fully equipped kitchen, comfy living rm & big dining room. 3 comfortable bedrooms upstairs. Very easy off/on the highway to be on your way quickly!

4.94 out of 5 average rating, 140 reviews

Entire 1-st Floor Apt & Specials for 3+ Stays

Comfy, Cozy & Centrally Located place packed with all you need to relax and enjoy your stay. It is a short drive to Amherst, Brimfield Antique Show, Old Sturbridge Village, and local breweries. Restaurants, shopping & grocery such as Mexicaly, Walmart, McDonald's, DD, Subway, Taco Bell, BigY, Domino and etc are all within a 1-3 min walk/drive. If the need arises, please ask for help, I live next house. Please ask if you are looking for a long-term rental. ThankYou

A naturally lit living room is featured with hardwood flooring and warm-toned walls. A comfortable sofa and a sofa bed are positioned near a coffee table, with a decorative bowl placed on top. A brick fireplace serves as a focal point across from a large television.

Home in Shrewsbury

4.85 out of 5 average rating, 228 reviews

A Fabulous House with Beautiful Views

Gorgeous home with spectacular views and sunset! This big house overlooks the rolling Worcester hills for miles and miles. Convenient location, quiet neighborhood, big backyard, expansive deck, and nearby scenic hiking trails. The house has 3 bedrooms, 1 kitchen, 3.5 bathrooms, washer & dryer, enclosed porch, and lots of parking space. Great place for large group gatherings. Beautiful and comfortable, with everything you'd need for cooking and relaxing.

Top guest favorite

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

4.94 out of 5 average rating, 216 reviews

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.

4.96 out of 5 average rating, 158 reviews

Large 3000SF -Gorgeous, Comfortable, Private Space

This 1950s rustic home is located five minutes from the center of Auburn. This property is situated on a quiet dead-end street. Come and enjoy the spacious dining and sitting areas, a fully stocked kitchen, and large bedrooms. Two-minute walk to golf course, recreation spaces, wooded areas, and hiking. Five-minute drive to shopping malls and all major highways. 45 minutes to Boston & Wachusett ski area, 3 hrs to NY City and 1.5 hrs to Cape Cod.

A charming two-story home features a green exterior with white trim and a welcoming blue front door. The expansive porch is graced by multiple seating areas, surrounded by oversized windows that invite ample natural light. Lush greenery enhances the curb appeal.

Home in Worcester

4.96 out of 5 average rating, 162 reviews

Modern & Spacious 4 Bedroom Single Family Home

Welcome to our 4-bedroom, 1.5 bathroom renovated – 2,300 sq ft home! This modern space has an open floor plan, oversized windows, high ceilings, all new appliances/fixtures, ample living space and so much more! The property is conveniently located on a side street on the West Side, close to WPI, Clark, Holy Cross, the DCU Center, Polar Park and Downtown Worcester!

Vacation rentals for every style

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Popular amenities for Holden house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Woodstock

4.94 out of 5 average rating, 253 reviews

Cedar Ridge: House or House+Apartment

A light-filled living area features a comfortable sectional sofa, two accented chairs, and a wooden sideboard. A large television is mounted on the wall opposite the seating. Windows allow natural light to fill the space, enhancing the cozy ambiance.

Home in Winchendon

4.75 out of 5 average rating, 4 reviews

The Perfect Spot at the Lake @ Tatum's Place

Home in Worcester

4.81 out of 5 average rating, 36 reviews

Beautiful & Historic Cottage, Steps to Elm Park

Home in Brimfield

4.87 out of 5 average rating, 78 reviews

Luxury Home * Pool * Fireplace

Home in Westford

Knoll Pocket Park House @ S V

Home in Woodstock

New place to stay

Pool Side Cottage

A charming house features a combination of brown and blue siding, surrounded by greenery. Large windows provide ample natural light, while a golf cart is parked in front, showing accessibility for outdoor activities. Flower planters add a touch of color to the entrance.

Home in Westford

4.89 out of 5 average rating, 9 reviews

Summer Village Resort Retreat

4.95 out of 5 average rating, 37 reviews

The Shoreline

Weekly house rentals

A spacious living area features a light-colored sectional sofa with navy blue accent pillows. A decorative coffee table sits at the center, complemented by a small bowl of fruit. A doorway leads to a dining area visible in the background, where a dining table with blue chairs is situated.

Home in Worcester

4.64 out of 5 average rating, 11 reviews

The Burncoat GetAway

A serene three-season porch is showcased, featuring large windows that provide views of the lake and surrounding greenery. Comfortable seating is arranged around a wooden coffee table, with a dining table nearby. Bright natural light fills the space, enhancing the tranquil atmosphere.

Home in Sturbridge

4.85 out of 5 average rating, 71 reviews

Chic & Modern Studio Lakefront House with Loft

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

4.93 out of 5 average rating, 91 reviews

Guest home in downtown Fitchburg

An open living space features a high ceiling with exposed wooden beams and a large wall-mounted television. A comfortable gray sectional sofa is complemented by two round coffee tables. The staircase leads to a loft area, and a dining space with a wooden table is visible through the large windows.

Home in Westminster

4.95 out of 5 average rating, 85 reviews

Our Pondside Cabin

A spacious living area features a large sectional sofa complemented by plush cushions. A coffee table with a classic game set is positioned in front. The room is illuminated by soft overhead lighting, with a grand staircase visible in the background leading to a second floor.

4.91 out of 5 average rating, 34 reviews

Luxurious Spacious Haven Retreat - Close2Boston

Top guest favorite

A charming house with light-colored siding is nestled among greenery and flowerbeds. The elevated front deck features railings, while a grass-covered yard surrounds the property. A private driveway leads up to the entrance, creating an inviting outdoor space.

4.96 out of 5 average rating, 81 reviews

Four Season Cozy Cottage on Lake Mattawa

Home in Westminster

4.78 out of 5 average rating, 18 reviews

Lakefront House w/Private Beach Near Ski Mountain

Home in Sturbridge

4.92 out of 5 average rating, 39 reviews

Newly Built, Stunning, Lake Front Retreat!

Private house rentals

Home in Spencer

5 out of 5 average rating, 15 reviews

Luxury Tuscan Themed Getaway

A bright living area features two modern armchairs positioned around a circular coffee table. A large flat-screen TV is mounted on the wall above a wooden shelf. The space is complemented by a decorative plant and a light-colored rug with a subtle pattern.

Home in Worcester

4.91 out of 5 average rating, 68 reviews

Beautiful 2story downtown worcester 5beds-4bedroom

Home in Woodstock

4.95 out of 5 average rating, 55 reviews

Mid-Century Modern Lakefront Cabin

The exterior of the house is shown, featuring a multi-level deck with seating overlooking a private lake. Surrounding foliage provides a natural backdrop. A stone wall delineates the property, adding texture and depth to the landscape.

Home in Leicester

4.94 out of 5 average rating, 52 reviews

Leicester Lake Front Home, Come Relax!

Aerial view of a peninsula with mixed trees and open water surrounding it, showcasing the tranquil shoreline. Power lines can be seen above, and various watercrafts are visible in the distance, emphasizing the serene atmosphere of the location.

Home in North Grafton

4.92 out of 5 average rating, 26 reviews

Lake "Island" near Boston

The exterior of a modern two-story home is featured, with a well-maintained lawn and a stone pathway leading to the entrance. Large windows provide ample natural light, while the sun shines brightly in the background, creating a welcoming first impression.

Home in Sterling

4.94 out of 5 average rating, 16 reviews

Beautiful Home, Great Location

A living room area is captured, featuring a light-colored leather couch facing a wooden entertainment unit with a flat-screen TV. A round table with a floral arrangement sits beside the couch, while warm sunlight illuminates the hardwood floor, emphasizing the decorative area rug.

Home in Greendale

4.75 out of 5 average rating, 20 reviews

Private Home fenced in yard Pet & family friendly

Top guest favorite

The unique twelve-sided home is enveloped by trees and gardens. A stone pathway leads to the entrance, with decorative planters positioned on each side. The upper deck is accessed by a set of stairs visible on the right side.

Home in Brookfield

4.98 out of 5 average rating, 45 reviews

Charming Home in Brookfield

Quick stats about house rentals in Holden

Total rentals
30 properties
Nightly prices starting at
G$8,356 GYD before taxes and fees
Total number of reviews
380 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi

Destinations to explore