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Holiday rentals with outdoor seating in Holyoke

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Holyoke

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Cottage

4.89 out of 5 average rating, 111 reviews

The Film Shack: A Sweetwater Stay

Located on the shore of Tully Pond, The Film Shack is a newly designed water front vacation home with breathtaking views of Tully Mountain. This 4-season home features four bedrooms, a screening room, a video game nook and a bonus guest cottage. The personal home of filmmakers Patti Moreno and Robert Patton-Spruill, it is decorated in the "Atomic Age" style. Maple floors, aviation, and cargo style furniture, stainless steel bathroom and kitchen with a wood stove for those chilly fall mornings.

Guest favourite

Guest suite

4.95 out of 5 average rating, 129 reviews

Private Suite 2 Bedroom Deck Lake Views

Welcome to “The Mermaid” at Highland Lake!!! Modern 2-bedroom private bath suite with kitchenette (see amenities) in the foothills of the Berkshires! Views of Highland Lake from your private sundeck. Moon and star gazing by night. We follow all Airbnb policies & State of CT COVID cleaning guidelines. Please do not trespass on the property of private residences, across the street on the lake side. These are private residences. There are public beaches public access areas for your enjoyment.

Chalet

4.89 out of 5 average rating, 134 reviews

The Goshen Glass Chalet

A vacation house furnished decorated 1 large master bedroom down stairs and full bathroom.2 bedrooms 1 full size bed upstairs & 2 twin size beds upstairs with a full bathroom bathroom .1 well stocked & equipped kitchen 1 large spacious combined living and a dining room with fireplace and large screened TV.A beautiful outdoor deck that sits 6 people for dining outside 1 screened in porch with a beautiful large patio with a barbecue & stunning woods view, 10 minute drive to Woodridge Lake.

Guest favourite

Home

5 out of 5 average rating, 106 reviews

Sunny Chalet Nestled in the Woods of Ashfield

Need some time to recharge and replenish? Whether a group of friends, family or a couples getaway - this property will suit all your needs. Access to hiking right out the door and loads of recreational activities such as skiing, swimming, biking. Our high speed WiFi and TV support streaming. Curl up on the couch and bask in the sunlight through the windows. Read a book by the fire. Gaze up at the stars and moon from the deck. Share a meal. A perfect spot for a retreat or family gathering.

Guest favourite

Home

4.96 out of 5 average rating, 112 reviews

Spacious Charming New England Cape

Beautiful, relaxing area across from woods. Enjoy sitting on the covered veranda with your coffee or tea in the morning listening to nature and watch the golfers in the distance. In winter bring your x-country skis or snow shoes - just walk across the street and enjoy the golf course trails! Well trained dogs are welcome on the trails in winter too! Close to Skiing, MGM Casino, tons of golf courses, beaches. Need a few more rooms? Ask about our 3br house next door which may be available.

Guest favourite

Campervan/Motorhome

5 out of 5 average rating, 131 reviews

"Glamping" getaway in the beautiful Berkshires

Nestled in the Berkshires with mountain views and incredible sunsets. Relax under the stars and sit around the campfire with your favorite people. Perfect for families, friends or couples. Minutes to Tanglewood! This is a beautiful spotless RV with two slides a private master bedroom and a 4 bed bunkhouse at the opposite end. Lovely dining area, living room, kitchen and full bathroom. On its own little gravel road. We have a fire pit with wood included along with delicious well water

Guest favourite

Campervan/Motorhome

4.88 out of 5 average rating, 152 reviews

AirbytheStream waterfront, private, clean and cozy

Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

Guest favourite

Home

4.9 out of 5 average rating, 51 reviews

Berkshire Lakefront Lighthouse Getaway

Escape to your own slice of paradise in our 450 Sq. Ft breathtaking Lighthouse rental on East Otis reservoir! This stunning property boasts a multi-level 800 square foot deck with jaw-dropping views of the shimmering Lake below making it the perfect place to unwind and soak up the natural beauty of Massachusetts. For water enthusiasts, the lighthouse rental also includes a 500 ft shared dock, providing easy access to the lake for swimming, fishing, kayaking and more.

Guest favourite

Flat

4.98 out of 5 average rating, 695 reviews

Tree Top Suite, cozy downtown apartment

This is an entire apartment, close to downtown. It is on the third floor, so you will have to walk up two flights of stairs. Because there are dormers (peaked areas in the ceiling), especially tall people might feel a little cramped in this space. There is a king size bed in the bedroom, a living area that includes a kitchenette, dining area, seating area and a smart TV with a fire stick, and a large bathroom. Outdoor seating on the front porch is for your use only.

Guest favourite

Home

4.96 out of 5 average rating, 106 reviews

Direct Lakefront Home on Otis Reservoir Giant Yard

Year round retreat directly on Otis Reservoir offering 62’ of lake frontage on MA largest and fully recreational lake. Enjoy the lake views right from our docks, Solo Stove firepit, expansive deck, main floor or bedrooms. The house sits 100 yards back from the lake leaving a large lawn for outdoor activities. Updated and renovated in 2021! Many local snowmobile trails and ski resorts too! Heated garage and 2nd driveway for larger trucks/trailer or RV's.

Home

4.84 out of 5 average rating, 146 reviews

New, open home at Forest's edge

Our 10-year old open, airy house is, located in a woodsy clearing. The hard-pack roads are well-kept year 'round. Private lakes are clean. Tanglewood and Jacob's Pillow are nearby. Ski in winter. Hike state parks or Appalachian trail. We require that our guests and members of the party to be in the guest house verify vaccination against the COVID-19 virus; or documented test results of "negative" in 3 days or less from the check-in date.

Guest favourite

Home

4.98 out of 5 average rating, 121 reviews

Hidden Oasis in the Mountains by Evergreen Home

7 MINUTES FROM BOUSQUET MOUNTAIN SKI AREA Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens, unwind in the hot tub, relax on the stone patio by the fire pit, & dine on the deck. Just minutes from Lenox & Tanglewood, this attractive 5 BR home boasts a large, fully-outfitted kitchen, comfortable Tuft & Needle mattresses, & spacious living areas with stunning mountain views.

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Popular amenities for outdoor seating rentals in Holyoke

Free parking on premises

Air conditioning

House rentals with outdoor seating

Home

4.78 out of 5 average rating, 9 reviews

The Château Longmeadow

Guest favourite

Home

4.92 out of 5 average rating, 134 reviews

Spacious 3 Bedroom Ranch With Office

Guest favourite

Home

4.96 out of 5 average rating, 74 reviews

Log Cabin sleeps 30 bunk style on 350 acres

Guest favourite

Home

4.96 out of 5 average rating, 25 reviews

New Shaw Pond Skytop Retreat in the Berkshires

Guest favourite

Home

4.95 out of 5 average rating, 64 reviews

Lux on the River near Tanglewood w/220v EV charge

Guest favourite

Home

4.96 out of 5 average rating, 53 reviews

Cozy winter getaway close to skiing & ice fishing

Home

4.89 out of 5 average rating, 9 reviews

Blue Back Bungalow

Guest favourite

Home

4.91 out of 5 average rating, 133 reviews

Private house on the River

Apartment rentals with outdoor seating

Guest favourite

Flat

4.93 out of 5 average rating, 102 reviews

Warm & Stylish Apartment w/laundry - walk to DT

Guest favourite

Flat

4.94 out of 5 average rating, 145 reviews

Modern Industrial Apartment with rooftop access

Guest favourite

Flat

4.97 out of 5 average rating, 325 reviews

Light filled three bedroom apartment DT Florence!

Guest favourite

Flat

4.98 out of 5 average rating, 160 reviews

Apartment on Main St.

Guest favourite

Flat

4.85 out of 5 average rating, 108 reviews

Charming apartment with breathtaking view!

Guest favourite

Flat

4.92 out of 5 average rating, 238 reviews

Woodsy hideaway apartment

Guest favourite

Flat

4.98 out of 5 average rating, 110 reviews

River View Apt in Shelburne Falls Historic Village

Flat

4.83 out of 5 average rating, 121 reviews

Quiet bright & sunny 2 bedroom apartment w/ porch

Apartment rentals with outdoor seating

Guest favourite

Apartment

4.95 out of 5 average rating, 21 reviews

Pacer's Pasture

Apartment

4.81 out of 5 average rating, 16 reviews

Spacious City Haven: 3-Bed Condo for Professionals

Guest favourite

Apartment

4.86 out of 5 average rating, 50 reviews

Historic house in 4 Corners area

Apartment

4.91 out of 5 average rating, 45 reviews

Flowers & Falls Spot House

Guest favourite

Apartment

4.93 out of 5 average rating, 92 reviews

Cozy Studio with patio, 1.2 mi from downtown

Apartment

4.8 out of 5 average rating, 15 reviews

Berkshires Getaway < 1 Mi Skiing & Hiking!

Apartment

New place to stay

Serene Retreat in the Scenic Berkshire Mountains

Guest favourite

Apartment

4.96 out of 5 average rating, 53 reviews

Lovely 1bedrom apartment with screened in porch

Quick stats about holiday rentals with outdoor seating in Holyoke

Total rentals
40 properties
Nightly prices starting at
€ 38 before taxes and fees
Total number of reviews
3.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore