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House vacation rentals in Holden

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Top-rated house rentals in Holden

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

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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

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.

4.97 out of 5 average rating, 132 reviews
Guest favorite
A charming two-story house is nestled by the water, featuring a wraparound deck adorned with seating. The landscaped yard includes rocky pathways and a small gathering area with Adirondack chairs, inviting moments of relaxation by the water's edge.
Home in Sturbridge

Lake Front Home Sleeps 6-8 on a private Peninsula!

Stunning year-round waterfront home on its own private peninsula—sleeps 6–8 with 3BR/2BA, a spacious living room with sliders to a wraparound deck, and a heated sun porch offering panoramic lake views. Nearly every window overlooks the water. Outside, enjoy a private dock, new stone patio & firepit, small beach area, kayaks, canoe, and rowboat. Perfect for families, couples, or a friends’ getaway. See walkthrough videos at on YouTube @CedarLakeCottage Summer: 4-night min | Holidays: 3-night min

4.94 out of 5 average rating, 330 reviews
Top guest favorite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham

Cozy en suite w/ high ceilings

 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. Just 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Very safe walkable neighborhood

4.98 out of 5 average rating, 146 reviews
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

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

4.89 out of 5 average rating, 240 reviews
Top guest favorite
An aerial view captures the spacious country home surrounded by lush greenery, winding paths, and open lawns. A serene pond is visible alongside the property, complementing the natural landscape. The adjacent road is flanked by trees, adding to the remote and peaceful setting.
Home in West Brookfield

Sunnybrook House

Sunnybrook is a peaceful 28 acre country retreat, tucked away on a back road in West Brookfield, MA with expansive lawns, hiking trails, a pond, rushing river and crabapple orchard to explore. Only 20 minutes to I90 and I84 in Sturbridge, 45 minutes to Wachusett Mountain, and minutes away from Rock House Reservation. With ample space to gather inside and out, great local breweries and wineries close by, Sunnybrook is the perfect place for family and friends, work gatherings, retreats and more.

4.94 out of 5 average rating, 102 reviews
Top guest favorite
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

4.99 out of 5 average rating, 193 reviews
Top guest favorite
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.

5.0 out of 5 average rating, 117 reviews
Guest favorite
Home in Worcester

LuxuryHaven: Cosy Palace

Spacious and newly renovated private house in a central but unique location next to College of the Holy Cross, very close to many restaurants, shopping mall/plaza, DCU center, Clark University, WPI and UMassMed. This newly renovated and private house is decorated to offer the comfort of home away from home with newly furnished kitchen, bedrooms, dinning, living room and office/gym space. The whole group will enjoy easy access to everything from this centrally located place.

4.94 out of 5 average rating, 124 reviews
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

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.

4.93 out of 5 average rating, 242 reviews
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

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.

4.94 out of 5 average rating, 143 reviews
Top guest favorite
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

Charming log cabin retreat equipped with modern amenities and conveniences! Just 3 minutes from Wachusett skiing/hiking, 8 minutes to Great Wolf Lodge and 9 minutes to Harrington Farm. Whether you're planning a peaceful retreat or an active adventure, our cabin offers the best of both worlds. Book your stay today and experience the perfect blend of rustic charm and modern comforts. We can't wait to welcome you to our happy place!

4.97 out of 5 average rating, 130 reviews
Top guest favorite
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

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!

4.97 out of 5 average rating, 200 reviews

Popular amenities for Holden house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favorite
An outdoor swimming pool is surrounded by a spacious patio and lush greenery. Sun loungers are arranged around the pool, with a shaded seating area nearby. The house features a multi-level deck overlooking the pool, creating a relaxing outdoor space for guests.
Home in Hopkinton

Hopkinton Mass 3+ Bedrooms - Great location!

4.95 out of 5 average rating, 180 reviews
Guest favorite
The renovated house is situated amidst lush greenery, surrounded by trees and a well-maintained lawn. A small swimming pool is visible within a fenced area, complemented by several umbrellas for shade, enhancing the outdoor ambiance on a sunny day.
Home in Woodstock

Cedar Ridge: House

4.92 out of 5 average rating, 278 reviews
Guest favorite
Home in Sterling

Pool•1000mbpsWiFi•DeepTub•Fireplace•Full Kitchen

4.87 out of 5 average rating, 30 reviews
Superhost
A private pool area features loungers arranged beside a clear water swimming pool. Blue-and-white striped umbrellas provide shade over the seating. A stone wall outlines the space, complemented by leafy shrubs and a dedicated area for outdoor dining and grilling.
Home in Framingham

Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool

4.84 out of 5 average rating, 56 reviews
Superhost
Home in Framingham

Metrowest Family Retreat

4.82 out of 5 average rating, 22 reviews
Guest favorite
A serene outdoor area features a blue saltwater pool surrounded by brick pavements and lush greenery. The space is complemented by a cozy seating arrangement and French doors leading into the carriage house, creating an inviting atmosphere for relaxation.
Home in Worcester

Shared Hot Tub: Historic Cottage, Walk to Elm Park

4.81 out of 5 average rating, 64 reviews
Guest favorite
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

Summer Village Resort Retreat

4.87 out of 5 average rating, 15 reviews
Home in Westford

Summer Village: Beach, Pools, Golf Cart & More

5.0 out of 5 average rating, 3 reviews

Weekly house rentals

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

Guest home in downtown Fitchburg

4.93 out of 5 average rating, 132 reviews
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

Little House Inn - Private House - Secluded

4.9 out of 5 average rating, 355 reviews
Top guest favorite
A bright yellow two-family home is positioned amidst greenery, featuring a welcoming entry with a red door. A small flowering tree adds a splash of color in front, while a large deck is visible in the background, perfect for outdoor gatherings.
Home in Chelmsford

Newly renovated, spacious, clean, 3 bedroom home.

5.0 out of 5 average rating, 263 reviews
Guest favorite
A spacious deck features a rectangular dining table surrounded by six black metal chairs. Lush greenery and the serene lake are visible in the background, with a clear sky and scattered clouds above, creating an inviting outdoor space.
Home in Hudson

Lake home

4.89 out of 5 average rating, 132 reviews
Top guest favorite
Home in Sterling

Stunning Sterling Sanctuary: Unwind on the Water!

5.0 out of 5 average rating, 39 reviews
Guest favorite
The exterior of the house features a classic design with light-colored siding and a dark shingled roof. Large windows with blue shutters adorn the front, complemented by blooming shrubs in vibrant colors. A spacious driveway leads up to the entrance, surrounded by grassy areas.
Home in Worcester

Velocity Residence

4.88 out of 5 average rating, 33 reviews
Guest favorite
A cozy living area features a comfortable sectional sofa and a beige couch, complemented by a decorative area rug. A wall-mounted shelf displays various decorative items, while soft lighting is provided by hanging lamps. A framed picture of highland cattle adorns one wall.
Home in Rutland

The Tucked Away Farm Stay

4.86 out of 5 average rating, 50 reviews
Top guest favorite
Home in Shrewsbury

Historical New England retreat

4.98 out of 5 average rating, 49 reviews

Private house rentals

Superhost
A serene lakeside view showcases soft hues of pink and orange reflected on the tranquil water surface. The shoreline features a rocky structure and lush greenery, with distant trees framing the scene under a colorful sky.
Home in Worcester

Lakeside Retreat

4.84 out of 5 average rating, 44 reviews
Guest favorite
Home in Worcester

Comfy 2 Bed, 1.5 bath home in residential area.

4.89 out of 5 average rating, 44 reviews
Superhost
A serene lakeside view is presented, with several docks extending into the water. Leafless trees frame the scene, while a grassy area leads to the water's edge, creating an inviting space for outdoor activities.
Home in Sterling

Charming lakeside cottage.

4.89 out of 5 average rating, 57 reviews
Top guest favorite
The living room features a blue couch and an orange accent chair, arranged around a coffee table on a circular area rug. A flat-screen TV is mounted above a blue fireplace, and natural light enters through multiple windows. Decorative elements add a mid-century modern touch.
Home in Paxton

MCM Vibe•Workspace•Arcade•Firepit•BBQ•Dogs OK•Yard

5.0 out of 5 average rating, 47 reviews
Top guest favorite
Home in Southborough

Luxury Retreat | Theater | Game Room | Garden Spa

4.95 out of 5 average rating, 21 reviews
Top guest favorite
Home in Ashburnham

The Nutty Bird Lakehouse

5.0 out of 5 average rating, 39 reviews
Guest favorite
Home in Worcester

Cozy Historic Suite w/ Private Entrance + Deck

5.0 out of 5 average rating, 38 reviews
Guest favorite
Home in Worcester

Worcester Home on Indian Lake w/ Shared Boat Dock!

4.75 out of 5 average rating, 24 reviews

Destinations to explore