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Vacation rentals with a patio near Jiminy Peak Mountain Resort

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Top-rated patio rentals near Jiminy Peak Mountain Resort

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A panoramic view captures the snowy landscape from the condo, showcasing ski trails on the mountains in the background. The foreground features a plaza with chairs arranged around a fire pit, with skiers and snowboards visible along the paths.

Condo in Hancock

4.98 out of 5 average rating, 45 reviews

SKI-IN SKI-OUT LIFT&MT.VIEWS GR8 4SEASON LOC.Unit2

Ski-in,ski-out! Unbeatable location for all seasons! Closest condo at JiminyPeak to the slopes and lifts. Located right at base of Mt. in JJ’sLodge in the heart of JiminyVillage. Mere steps to BerkshireExpress HighSpeed 6pack! Amazing pano views of the slopes surround. Designated pkg space in owner’s pkg lot. Unmatched access to all JP’s year-round activities. Skiing,MtBiking,hiking,tennis,swimming,fall foliage leaf peeping, shops,restaurants,MtAdventurePark w/ famous MtCoaster&AlpineSuperSlide.

An open kitchen and dining area feature a wooden dining table surrounded by black chairs. The space is illuminated by natural light from large windows, with a breakfast bar visible in the background. A neutral color palette adds warmth to the inviting layout.

Home in Pittsfield

4.93 out of 5 average rating, 102 reviews

Net Zero home with rustic Berkshire charm

Be a part of the solution in our centrally located solar home that sits on a safe and quiet street just a walk, ride, or drive from downtown Pittsfield! Warm up your day on the screened-in sun porch. Warm up your toes on the heated tile floors! Enjoy custom concrete counters and wood floors in this open kitchen concept. Grill out on the rear patio while your dogs roam in the enclosed backyard. Hiking trails abound and playgrounds are just a stroll away. We are emissions free! How cool is that?!

A spacious living area is furnished with two dark sofas and a wooden coffee table. Natural light enters through sliding glass doors, leading to a deck. A TV is positioned on a media console, and a stone fireplace adds a focal point to the room.

Home in Hancock

5 out of 5 average rating, 3 reviews

2 BR 2BA Condo Jiminy Peak Retreat w Mtn Views

You want to bring your whole family to Jiminy and be in ONE CONDO, with gorgeous views, a deck, BBQ, Backyard, and be at Jiminy Peak - This condo is for you - right in the heart of Country Village. This Stylish 2BR, 2BA country Condo is fully updated, and has all the accesses of jiminy Peak without the bustle. Nothing better. It also comes with its own private parking in front of the condo and you have full access to the amenities of the Country Inn (The inn with Fitness, pool, hot tub, etc).

Top guest favorite

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

5 out of 5 average rating, 109 reviews

Clark 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!

The spacious lodge is showcased from an aerial perspective, featuring a large wraparound deck with outdoor seating. Lush, green landscaping surrounds the property, and the scenic mountain views are visible in the background, highlighting the natural beauty of the location.

Place to stay in North Adams

4.93 out of 5 average rating, 157 reviews

Berkshire Mountain Top Chalet

Amazing mountain top lodge with beautiful views, and majestic log interior. Soaring ceilings, dramatic stone fireplace, and many more amazing amenities such as blazing fast internet, multiple decks, and hot tub. This gorgeous lodge is located near all The Berkshires has to offer—resplendent nature with waterfalls, hiking trails; cultural institutions such as Mass MoCA, and the Clark Institute; adventures such as zip-lining, white-water rafting, and skiing—it is the ultimate place for you.

A bright living area features a yellow couch and two accent chairs, inviting relaxation. A patterned area rug centers the space, while natural light filters through large windows. A staircase is visible in the background, along with decorative plants and artwork adorning the walls.

Home in Pittsfield

4.95 out of 5 average rating, 178 reviews

Cantabile life in the Berkshires

Relax with your family and friends after a day of skiing, hiking or a night of Tanglewood concert in this newly renovated home at the center of the Berkshires. Located in a quiet and friendly neighborhood, our home is 5min to Pontoosuc Lake and Lake Onota, 10min to Bousquet, 15min to Mt Greylock, 20min to Jiminy Peak and Tanglewood. Multiple grocery stores and shopping centers near by. Child/baby friendly, we have books, games, PingPong, foosball and a grand piano. Musicians are welcome!

Top guest favorite

A spacious deck overlooks a calm body of water, flanked by lush greenery and rocky cliffs. Two comfortable lounge chairs are positioned on a light-colored rug, accompanied by a small table and metal chairs, inviting relaxation while enjoying the natural scenery.

Place to stay in Leeds

4.98 out of 5 average rating, 149 reviews

The Ice House on Mill Pond

Escape to this picturesque setting nestled along the Catskill Creek, with private deck and awe-inspiring views of the pond, cliffs and rapids. Whether seeking a serene romantic getaway or a chance to recharge, this unique spot provides a harmonious blend of comfort and nature. Immerse in the soothing flow of nature and indulge in some of the best offerings in the Hudson Valley. Inside, the house is clean and cozy, providing the ideal haven to unwind and reconnect with your surroundings.

Top guest favorite

An aerial view captures the serene expanse of the Hudson River, with gently rolling hills and trees framing the water's edge. The property is positioned near the shore, showcasing a mix of gravel and grassy areas leading to the river, inviting a sense of tranquility.

Cabin in Catskill

4.98 out of 5 average rating, 124 reviews

Riverside Retreat on the Hudson - Modern Cottage

Welcome to the Riverside Retreat on the Hudson, a modern renovated cottage located directly on the Hudson River! Enjoy the beautiful panoramic views from the comfort of the house or in the Adirondack chairs on the patio. Secluded and serene, yet minutes away from downtown Catskill (5 minutes) and Hudson (15 minutes). Hunter and Windham are 30 minutes away for hiking and skiing! We are so excited to share this very special place with you!

Top guest favorite

A spacious wooden deck features seating arrangements with a table and chairs, overlooking rolling hills and a forested mountain range. A unique megalithic sculpture can be seen in the distance, surrounded by natural landscapes dotted with trees.

Cottage in Williamstown

4.98 out of 5 average rating, 112 reviews

Artistic Nature Cottage

Kalarama Cottage is a newly renovated space in the middle of nature! Make yourself right at home in this quiet, private and peaceful location. The cottage is overlooking a beautiful forested mountain range, with easy access to hiking, biking, and cross-country ski trails right out the door. Kalarama is bright and sunny with stunning views. Come to unwind, enjoy nature, read, meditate or just work remotely from our 23 acre property!

Top guest favorite

An outdoor deck is shown, featuring a glass table surrounded by four light green chairs. An umbrella provides shade over the seating area. In the background, an above-ground pool is positioned alongside lush greenery and trees, creating a private atmosphere.

Cottage in West Sand Lake

5 out of 5 average rating, 101 reviews

Cozy Cottage with Pool

This is a 2 bedroom, 1 bathroom cottage located on a quiet street close to town. House is in walking distance to Reichards Lake. The home is bright with an open living space and vaulted knotty pine ceiling. Lovely eat in kitchen. Bathroom with shower/ tub combo as well as washer and dryer. Outdoor space includes a fenced in back yard, above ground swimming pool and sun deck. Patio table, gas grill and outdoor fire pit.

Top guest favorite

A tiny home features a private hot tub on the deck, illuminated by soft LED lights. The structure is surrounded by natural wood paneling, with doors leading into the cozy interior, where warm light spills out, creating an inviting ambiance.

Tiny home in Chatham

4.99 out of 5 average rating, 282 reviews

Boutique TINY home+private hot tub-walk to Main St

Romantic, boutique-luxe tiny home with private hot tub, firepit, and dreamy loft lounge. Plush queen bed, full kitchen, and curated charm throughout. A peaceful oasis just 2 mins from Chatham’s Main Street lined with restaurants, brewery, shops & theater. The perfect upstate NY getaway for couples—hike, visit galleries, stroll to dinner, or unwind in your own private spa oasis at @artparkhomes.

A classic log cabin stands surrounded by greenery, featuring a spacious front porch with a wooden railing. Large windows dominate the front, allowing natural light to fill the interior. An American flag is displayed, adding to the rustic charm of the structure.

Cabin in Plainfield

4.91 out of 5 average rating, 180 reviews

Peaceful Cabin in the Woods

Escape the noise and come relax in the middle of the beautiful Berkshire Hills. This classic log cabin has been recently renovated so that you can unwind and connect to the picturesque landscape that envelopes this property. You can drive 30 minutes west to North Adams and visit Mass Moca or 30 minutes east to Northampton, Amherst & Hadley. (Please note, 1/2 of the bedrooms is an open loft).

Popular amenities for patio rentals near Jiminy Peak Mountain Resort

Free parking on premises

Air conditioning

Apartment rentals with a patio

Two turquoise Adirondack chairs are positioned on a grassy area, facing the entrance of a light blue house. Lush foliage surrounds the space, with trees and colorful shrubs enhancing the natural setting. A private porch features white railings, adding architectural interest.

Apartment in Hudson

4.97 out of 5 average rating, 182 reviews

Studio Oasis nr Warren St w porch & yard

A historic Greek Revival house is seen from the front yard, featuring a white facade complemented by green trees. A red door serves as a focal point, with several windows allowing natural light. The yard is bordered by a wooden fence and includes well-maintained grass.

Apartment in Coxsackie

4.93 out of 5 average rating, 140 reviews

Lovely 1 bedroom suite in historical house

Top guest favorite

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

4.99 out of 5 average rating, 160 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

Top guest favorite

A serene view of Pontoosuc Lake is captured at dusk, with gentle ripples reflecting the soft pink and purple hues of the sky. Silhouetted trees frame the scene, enhancing the tranquil atmosphere of the surrounding landscape.

Apartment in Lanesborough

5 out of 5 average rating, 44 reviews

Cozy Berkshire Waterfront Home

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

4.92 out of 5 average rating, 113 reviews

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

Top guest favorite

A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.

Apartment in Coxsackie

5 out of 5 average rating, 121 reviews

Hudson River Beach House

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

4.86 out of 5 average rating, 100 reviews

Spacious apartment close to skiing and rafting

Top guest favorite

A lush, green lawn gently slopes toward a small pond, framed by trees on either side. The natural foliage provides shade and privacy, while a stone is visible among the undergrowth. The area is serene, inviting reflection and connection with nature.

Apartment in Otis

4.96 out of 5 average rating, 104 reviews

Enjoy every season the Berkshires have to offer.

House rentals with a patio

A spacious outdoor area is surrounded by vibrant planters filled with blooming flowers. Comfortable seating is arranged around a fire pit, with a green umbrella providing shade. A pink flamingo float is set nearby, alongside a wooden hot tub and a stock tank plunge pool.

4.96 out of 5 average rating, 160 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

A serene lakefront property is viewed from the water, featuring a well-maintained lawn and inviting home. The structure is flanked by mature trees, while a small private dock extends into the lake, providing easy access to the water.

Home in Lanesborough

5 out of 5 average rating, 13 reviews

Lakefront Home on Ponstoosuc Lake, The Berkshires

The open living area showcases a modern curved sectional sofa in dark leather, adorned with cream and patterned pillows. A sleek chandelier hangs from the high ceiling, complemented by a wall-mounted TV and a wooden fireplace. Large sliding doors lead to the outdoor patio.

Home in Hancock

4.94 out of 5 average rating, 35 reviews

Bougie B’s Mountainside Getaway

Top guest favorite

The exterior of a historic red house is surrounded by lush green grass and trees. A stone path leads to the front entrance, while flowering plants add a touch of color to the landscape. The sky is clear with some clouds, creating a serene outdoor setting.

Home in Old Chatham

4.98 out of 5 average rating, 54 reviews

The Red House

A spacious white two-story house is set against a backdrop of lush greenery. The yard is framed by trees, featuring a patio area with seating and flags. A gravel driveway leads to the home, which offers a welcoming view of the outdoor space.

Home in Hancock

4.94 out of 5 average rating, 36 reviews

Berkshire Retreat: Huge Home W/Hot Tub & Yard

The historic stone church exterior is framed by lush greenery and a manicured lawn. Towering above, the bell tower features intricate architectural details. A wooden fence surrounds the property, leading to a pathway that invites exploration of the beautiful grounds.

Home in Lanesborough

4.96 out of 5 average rating, 55 reviews

Historic Stone Church in The Berkshires

Top guest favorite

A cozy living room features floral-patterned armchairs and a sofa, complemented by a low coffee table. A lamp provides soft lighting, and artwork hangs on the walls, enhancing the warm decor. A textured rug covers the floor, adding comfort to the space.

Home in Catskill

4.97 out of 5 average rating, 158 reviews

Cheerful Catskill Village Cottage

Top guest favorite

A charming two-story home is set on a landscaped plot with a gravel driveway. A wooden staircase leads to the entry, flanked by vibrant flower beds. The natural backdrop features lush trees and a striking granite ledge, creating a peaceful and inviting outdoor environment.

Home in Great Barrington

4.99 out of 5 average rating, 124 reviews

Granite Ledge, Modern home in a unique setting

Condo rentals with a patio

A spacious living area features an arrangement of dark leather seating and a wooden dining table. Natural light streams through sliding glass doors that open to a balcony. A stone fireplace adds character, while decorative plants and artwork enhance the inviting ambiance.

Condo in Hancock

4.95 out of 5 average rating, 61 reviews

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

A spacious living room features a large sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, complemented by natural light from large windows with soft curtains. Artwork adorns the walls, creating a welcoming atmosphere.

5 out of 5 average rating, 22 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

A dining area features a light-colored table with four wooden chairs, complemented by a decorative fruit bowl. Exposed brick walls add character, while soft lighting from nearby lamps creates a bright and inviting atmosphere. A comfortable living space is also visible in the background.

4.92 out of 5 average rating, 38 reviews

Spacious 3 bedroom apt in Lenox historic downtown

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, 46 reviews

Ski in/out - 2BR Condo - Indoor Pool/Spa

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.

4.7 out of 5 average rating, 43 reviews

Downtown Adams Vintage Getaway

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.

4.95 out of 5 average rating, 63 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, 54 reviews

Ski Condo 5 Min from Mt Snow

Top guest favorite

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.

4.94 out of 5 average rating, 47 reviews

Cozy Condo-4 Minute Walk to Skiing at Mount Snow!

Other vacation rentals with a patio

Top guest favorite

A living area is designed with an inviting leather sofa and two cozy armchairs arranged around a central coffee table. A media console displays framed artwork, and large windows offer views of the surrounding trees, creating a bright and airy atmosphere.

Cabin in Stockbridge

4.97 out of 5 average rating, 31 reviews

Stockbridge Snug- cabin luxury just steps to lake!

Top guest favorite

A cozy cottage is positioned amidst a lush field of wildflowers, with vibrant greenery surrounding it. The blue exterior of the cottage complements the clear blue sky and mountains in the background, creating a serene and inviting environment.

Cottage in Pownal

4.98 out of 5 average rating, 45 reviews

Beautiful, 100 Acre Retreat, Williamstown 10 Mins

A well-appointed bedroom features a spacious bed adorned with a patterned quilt. Natural light streams in through large windows, complemented by dark curtains. A stylish dresser and a cozy red armchair are present, creating a comfortable and inviting setting.

Cabin in Stephentown

4.82 out of 5 average rating, 22 reviews

Cabin Nestled in the Pines (New Arcade Machine!)

Home in Pittsfield

4.97 out of 5 average rating, 59 reviews

Charming lake home with amazing sunset views

Top guest favorite

Cabin in East Nassau

5 out of 5 average rating, 50 reviews

Luxury Cabin | Breathtaking Views & Outdoor Fun

Top guest favorite

A mid-century A-frame house is set within a lush landscape, surrounded by trees displaying autumn colors. A spacious driveway leads to the entrance, and a large deck with railings extends along the front, offering an inviting outdoor space.

Chalet in Averill Park

4.96 out of 5 average rating, 76 reviews

A Hidden Sparrow

Top guest favorite

A spacious living room is furnished with a comfortable gray sofa and a mix of wooden and woven accent tables. Decorative elements include a large area rug, plants, and wall art. A smart TV is mounted on the wall, contributing to a cozy, inviting environment.

Home in Cheshire

5 out of 5 average rating, 57 reviews

The Berkshires Hummingbird House

Top guest favorite

A snug seating area features a gray loveseat positioned near a round wooden table. Natural light filters through sheer curtains, illuminating a decorative mirror on the wall and framed artwork. A green plant in a vase adds a touch of nature to the peaceful space.

Guesthouse in Williamstown

4.97 out of 5 average rating, 63 reviews

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Destinations to explore