Vacation rentals with a patio in Orange

4.98 out of 5 average rating, 118 reviews

An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.

Cabin in Stoddard

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

5 out of 5 average rating, 139 reviews

A cozy sleeping area is highlighted by a spacious bed dressed in neutral linens. An inviting cushion rests on the bed, while warm light emanates from two bedside lamps. A wooden bench sits at the foot of the bed, and decorative greenery adorns the walls.

Guesthouse in Cummington

Cozy Hilltown Cottage

Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Guest suite in Hubbardston

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.

4.97 out of 5 average rating, 155 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.

Guest suite in Village of Pelham

4.99 out of 5 average rating, 139 reviews

Under the Hemlocks Escape: A Cozy Getaway Retreat

Escape to a tranquil, bijou studio retreat under the hemlocks—your perfect getaway. This scent-sensitive-friendly gem features elegant furnishings, quality linens, and an abundance of thoughtful amenities. Sink into a dreamy bed, savour a custom kitchenette, and relax in a serene, modern bathroom oasis. Enjoy the ambiance of the indoor fireplace and private, beautifully designed outdoor spaces. Fast Wi‑Fi, guest parking, and minutes to UMass and Amherst—your restful, boutique escape awaits.

5 out of 5 average rating, 209 reviews

An inviting open living space showcases warm brick walls and original timber beams. A spacious seating area features a brown leather couch and wooden coffee table, while a grand piano occupies one corner. Large windows with serene views of the outdoors offer natural light.

Loft in Peterborough

Peaceful Mill on the Water - Home Away from Home

Immerse in tranquility at our serene mill retreat in Southern NH. This historic space, adorned with original timber, rustic brickwork, and lofty 11 ft ceilings, offers a spacious 2,650 sq ft sanctuary. Relax in the soaking tub, or savor the calming waterfall views from the deck. Conveniently near downtown, but distant enough for undisturbed peace. Welcome to your soothing retreat for rest and rejuvenation. A remote worker's dream office with high speed connectivity and dedicated workspace.

4.97 out of 5 average rating, 190 reviews

The exterior of a light blue guesthouse is framed by lush greenery and trees. A distinctive tower is visible atop the building. The setting conveys a sense of seclusion in a natural environment, with a glimpse of the yard in the background.

Cottage in Deerfield

Dreamy Guesthouse: sauna and private deck

You will feel like you're deep in the country while being close to everything on this 11-acre homestead, surrounded by woods. Featuring an infrared sauna, breezy porch, and firepit, this private guesthouse (next to our residence) is a 15-min walk to Deerfield Academy, Bement, Eaglebrook, and Historic Deerfield; a short drive to all five colleges; and less than three miles from award-winning Treehouse Brewery. Halfway between Brattleboro and Northampton, this is the perfect valley spot.

4.99 out of 5 average rating, 154 reviews

The treehouse stands elevated among tall trees, featuring a warm wooden exterior and large windows that allow natural light to fill the interior. A deck extends from the structure, leading to a fire pit area surrounded by gravel.

Treehouse in Putney

Treehouse Haven in Putney-All Seasons

Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting toilet ☽ Tea & local coffee ☽ Hot outdoor shower ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Visit for romance, time with the family, a retreat from the business of life, or even a remote work sanctuary.

4.99 out of 5 average rating, 161 reviews

Two white lounge chairs are positioned around a small black fire pit in a grassy area. Lush greenery and trees define the backdrop, while an open space creates a sense of privacy and tranquility.

Apartment in Brattleboro

River View apartment

Beautiful completely furnished 1 bedroom apartment with a private driveway and deck. Less than a half hour from skiing and 5 min away from snowmobile trails. It is located along the west river where every summer you can go tubing, swimming, or kayaking. Across the river is a bike/walking path that leads right to the Marina restaurant on Putney Rd in Brattleboro. Bakery/café, Art Gallery and Retreat Farm all close by A gorgeous view of the river and mountain across the street .

5 out of 5 average rating, 280 reviews

A spacious living area showcases large windows that invite natural light and views of the surrounding landscape. Comfortable seating includes a couch and armchair, complemented by a decorative fish tank. A dining table is visible in the background, enhancing the open and airy atmosphere.

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.

4.95 out of 5 average rating, 110 reviews

A spacious living area features a comfortable, light-colored sofa with multiple cushions. A low, dark wooden coffee table is centered on a textured rug. Green plants are positioned throughout, and ample natural light enters through large windows adorned with simple treatments.

Apartment in Putney

Minimal organic hideaway inspired by nature

Akasha, the first floor of this historic 1800’s carriage house in the center of Putney Village, was gutted and meticulously renovated by the hosts into a unique wellness apothecary and cafe and now serene and beautifully conceptualized open concept studio apartment. Aged wood tones, textured plaster walls, poured concrete counter tops and elegant dining bar imbue an old world tea house aesthetic with modern sensibilities. A unique space for quiet contemplation and relaxation.

4.99 out of 5 average rating, 151 reviews

A welcoming porch features a decorative swing with two cushions and a small table, creating a serene space. Natural light filters through large windows, and colorful banners hang above, while a wooden structure nestles comfortably in the surrounding greenery.

Cabin in Guilford

Rustically Romantic Cabin Near Sweet Pond

COUPLES RETREAT, SOLO ESCAPES & WRITER'S DREAM in Southern Vermont - No Cleaning Fee Perfect for ENGAGEMENTS, HONEYMOONS & ANNIVERSARIES Authentic log cabin tucked into a private wooded cove outside of Brattleboro. A short tranquil walk to Sweet Pond State Park. Biking galore and Kayaking nearby. A variety of hikes to choose from. ROMANCE SPECIAL Stay 4-nights or more & receive hard cider, cheese & chocolate. Ask Me About ELOPEMENT & VOW RENEWAL CEREMONIES

5 out of 5 average rating, 104 reviews

An open-plan space is highlighted by vaulted ceilings and natural light filtering through two windows. A comfortable seating area with a dark sofa is accompanied by a small television on a stand. A kitchen island, adorned with décor, separates the living area from the kitchen.

Apartment in Leverett

Quiet Forest Apartment—Light, Books, Washer/Dryer

Wake up among 100-year-old trees, then drive ten minutes into Amherst for museums or sushi. Or hike out the door toward wooded trails. The apartment sits with our house on 5 acres of mature forest. With a kitchen & washer/dryer, the apartment is peaceful and practical, ideal for a weekend getaway or an extended stay, great for academics needing space for contemplation or for a couple visiting family. (Read about the steep driveway if planning a winter trip.)

Popular amenities for Orange patio rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

4.88 out of 5 average rating, 104 reviews

A charming two-story house is set on a green lawn, surrounded by trees. The home features a light exterior with red accents and a porch. A gravel path curves around the property, leading toward a freshly paved driveway. Sunlight brightens the environment, enhancing the serene atmosphere.

Apartment in Dorset

Cozy two bedroom near Manchester

4.96 out of 5 average rating, 122 reviews

A cozy bedroom features a black metal bed frame with a green quilted coverlet. Soft lighting is provided by two bedside lamps on wooden nightstands. A decorative wall clock and framed artwork enhance the space, with a woven chair adding texture to the room.

Apartment in Northampton

Downtown 2BR 1.5 Bath Townhouse Charm

4.99 out of 5 average rating, 122 reviews

A balcony deck is depicted with two blue Adirondack chairs facing a small round table. A floral centerpiece is placed on the table, which is accompanied by two glasses. The area is surrounded by lush green trees, creating a serene atmosphere.

Apartment in North Adams

Historic Victorian - Entire 3rd floor

4.99 out of 5 average rating, 170 reviews

A modern kitchen features a central island with bar stools, stainless steel appliances, and white cabinetry. Natural light floods the space through a skylight and large windows, highlighting the open layout. A dining area with dark chairs sits adjacent to the kitchen.

Apartment in Charlemont

Suite 23 - Spacious Sunny 2-BR with Mountain view

4.92 out of 5 average rating, 131 reviews

A welcoming bedroom features a spacious bed with a light duvet and decorative pillows. A wooden dresser stands beside the bed, and natural light filters through a window adorned with light curtains. Soft wooden flooring enhances the room's warm ambiance.

Apartment in North Adams

Frankie’s Place - A Mass MoCA Neighborhood 2BR APT

4.82 out of 5 average rating, 137 reviews

A well-lit bedroom features a spacious bed adorned with a floral-patterned quilt. A daybed is situated next to a window, which offers a view of greenery outside. An armchair sits in the corner, complementing the light color scheme of the room.

Apartment in Northampton

Florence ctr 1br apt near town, trails, river!

4.85 out of 5 average rating, 110 reviews

An open-concept living and dining area is featured, with a wooden dining table surrounded by white chairs. A decorative area rug lies underneath. The adjacent living room is visible, showcasing a brown sofa, two armchairs, and various decorative wall art, all in a soothing color palette.

Apartment in Charlemont

Spacious apartment close to skiing and rafting

4.84 out of 5 average rating, 154 reviews

The updated kitchen features modern appliances, including a black microwave and oven. Light-colored cabinetry contrasts with the granite countertops. A coffee maker sits on the counter, and a dining table is visible, providing a space for meals. The floor is covered with wood-like laminate.

Apartment in Holyoke

Quiet bright & sunny 2 bedroom apartment w/ porch

House rentals with a patio

4.98 out of 5 average rating, 88 reviews

A modern home features a combination of dark siding and natural wood accents, positioned among tall trees. A welcoming porch extends from the entrance, complemented by an American flag. The surrounding area includes a gravel path and vibrant greenery, providing a serene atmosphere.

Home in Jaffrey

Willow Falls Home ~Hot tub & Waterfront

5 out of 5 average rating, 16 reviews

A two-story home with light gray siding is set behind a white picket fence, featuring a garden with colorful flowers. A driveway is visible, lined with greenery, and a car is parked nearby. The entrance is marked by a front door and flanked by windows.

Home in Sunderland

Charming and Cozy Hilltop Home

4.8 out of 5 average rating, 56 reviews

A cozy living area is presented with a large LCD television mounted on a dark wall. Below, a bookshelf filled with books offers an inviting touch, while framed movie posters decorate the space. A plush seating area is positioned for comfort.

Home in Winchester

Firefly Cottage: A Sweetwater Stay

4.71 out of 5 average rating, 38 reviews

A sunlit living room features a wood stove surrounded by natural wood flooring. A rocking chair sits beside a dark trunk, while a lamp and a vase of flowers add warmth. Two large windows provide ample light, and a cozy sofa is positioned nearby.

Home in Brattleboro

Eco Friendly Garden House

4.99 out of 5 average rating, 91 reviews

A modern two-story home with a black roof and a combination of dark and light siding is set against a backdrop of lush green trees. A small outdoor seating area with a table is visible in front, providing a welcoming entryway.

Home in Rindge

The Crowcroft House

4.95 out of 5 average rating, 208 reviews

A bright and airy living space showcases a combination of wooden beams and a warm color palette. A comfortable leather sofa faces a coffee table, with two green chairs positioned nearby. Large windows provide a view of the outdoors, while an inviting staircase leads to the upper level.

Home in Mont Vernon

Private Waterfront! Views, Hot Tub, King Bed

4.89 out of 5 average rating, 206 reviews

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

4.93 out of 5 average rating, 83 reviews

A bright living space is surrounded by floor-to-ceiling windows, offering views of vibrant foliage and serene waterways. A small wooden table is positioned on a natural wood floor, highlighting the connection to the outdoor landscape. Warm sunlight filters through the trees, creating a calm ambiance.

Home in Guilford

Vermont Mirror House

Condo rentals with a patio

A cozy living area is highlighted by a stone fireplace, featuring firewood neatly stacked beside it. A flat-screen TV is mounted above the mantel, with built-in cabinets on either side. A sectional sofa and wooden coffee table provide comfortable seating for relaxation.

5 out of 5 average rating, 24 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

4.9 out of 5 average rating, 51 reviews

A spacious light blue deck is shown, furnished with a small table and two white chairs. The surrounding area features greenery and a distant view of rolling hills, providing a serene outdoor space for relaxation.

Condo in Shelburne Falls

Flowers & Falls Spot House

A cozy living area features a large sectional sofa and a wooden coffee table, set on a spacious area rug. Natural light filters through a large window, with a stone fireplace and a mounted television providing warmth and entertainment.

4.96 out of 5 average rating, 47 reviews

Ski On/Off 2BR w/Pool, Fireplace & Arcade

4.72 out of 5 average rating, 53 reviews

A view of a downtown street, featuring a sidewalk lined with chairs and tables outside a café. Red accents can be seen on the café's exterior. Buildings of varying heights line the street, with greenery visible in the background under a cloudy sky.

Condo in Adams

Downtown Adams Vintage Getaway

4.92 out of 5 average rating, 38 reviews

The exterior of the lodge features a blend of stone and wood elements, with multiple balconies and large windows reflecting the surrounding landscape. The entrance is framed by a welcoming staircase, leading to the main doorway marked with a sign that reads 'Hardwood Lodge'.

Condo in Stratton

Perfect 3 Br. Getaway Condo in Stratton, Vermont!

A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.

4.93 out of 5 average rating, 76 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

A cozy living room showcases two plush couches and a small wooden coffee table. A gas stove is nestled in a brick corner, while sliding doors offer views of the outdoors. Colorful lights frame the window, adding a touch of charm to the space.

4.91 out of 5 average rating, 56 reviews

Ski Condo 5 Min from Mt Snow

A modern kitchen is showcased with white cabinets and a dark granite countertop. Stainless steel appliances, including a refrigerator and stove, are visible. A dining table with wooden chairs is situated nearby, while a cozy living area can be seen through the open layout.