
Holiday rentals with outdoor seating in Holyoke
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Top-rated Holiday Houses with Outdoor Seating in Holyoke
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Holiday House Rentals with Outdoor Seating

Charming home ready for fun and/or relaxation!
We came to Norfolk for a show at the Infinity Music Hall. This house was a perfect landing spot to cook dinner before and relax after the show. It was so peaceful watching the snow fall from inside and the kitchen was perfectly stocked with everything we needed to cook. The appliances were top notch, the house was well decorated and we will definitely rent here again!

3 Bedroom Home Quiet Area
Our work crew said that they found Bob's place full of old-world charm while also providing all the modern necessities. If you're looking for a hip TikTok hang, this may not be the place for you, but if what you want is a clean, comfortable home for relaxing or remote work, Bob's place is highly recommended. It was a welcome respite from long workdays. Bob was easy to work with and the photos are an accurate presentation of the space. Bob even made sure the drive and walk areas were snow and ice free during their stay. Thanks Bob!

Spacious 3 Bedroom Ranch With Office
We had a wonderful stay at Vasily’s home. The host is a responsive host and the home is uncluttered, which helped us easily navigate the new environment with young children. South Windsor has a lot to offer, with its long rural roads leading to well-made public parks and well-designed commercial areas. The Library is impressive, and the expansive children’s department is actually on its own floor. The tenant on the lower level of the home was friendly and helpful to us in a pinch, which we certainly appreciated. It was a lovely place, and we would certainly consider it again should life ever bring us back to South Windsor. Many thanks.

Log Cabin sleeps 30 bunk style on 350 acres
Beautiful time, we can't wait to come again.

New Shaw Pond Skytop Retreat in the Berkshires
We stayed here on our way to Stowe to break up our long drive with an 8 and 2 year old. It ended up being a wonderful mini trip that we didn't want to leave. The house exceeded our expectations in terms of quality, cleanliness, and amenities. And the location was excellent - about 10 to 12 min to the nearest grocery store and downtown with restaurants, Edith Wharton's estate about 20 min away, and Great Barrington/Stockbridge were easily accessible for day trips. We plan to come back for skiing, and to take advantage of the lake activities in the summer. The only downside was the busy road, as mentioned in the listing, but the traffic quieted down in the evening and it didn't affect our sleep at night with the bedrooms located in the back of the house (husband is a very light sleeper; we did bring and use sound machines just in case).

Countryside Cape- Entire Home
Nice clean house with large rooms in a convenient location.

Lux on the River near Tanglewood w/220v EV charge
My friend and I had a lovely two-night stay at Julie's place. The house is the perfect retreat—peaceful, cozy, and beautifully located. We especially enjoyed the evenings by the wood-burning stove and long, leisurely breakfasts on the porch while listening to the river. The beds were incredibly comfortable, with high-quality pillows and bedding—we both slept so well! I would definitely love to come back someday with my husband to enjoy the peace and quiet, as well as everything else the Berkshires has to offer. Thank you, Julie and Arthur, for sharing your wonderful home with us!

Charming lake home with amazing sunset views
My girlfriend and I spent four nights days at Joe and Jess’s beautiful home for a much needed vacation after the holidays. We spent most of our days/nights in the sunroom playing board games and watching movies with the beautiful view of the lake. It snowed halfway through our stay and the snow on the lake made it truly feel like we were in a winter wonderland. The house was very clean and we had everything we needed to cook our meals. We would love to come back during the warmer months and explore the lake as well as some of the hiking trails nearby.
Apartment rentals with outdoor seating

Warm & Stylish Apartment w/laundry - walk to DT
Heather's place is amazing...very spacious and was great for my two week stay for work. It really great it is so close to the highway and also local restaurants and shopping. Will definitely stay again if I am in the area.

Modern Industrial Apartment with rooftop access
This Airbnb is so homey. We enjoyed our stay and will rent it again.

Light filled three bedroom apartment DT Florence!
Donna was an extremely hospitable and communicative host, and her home was equally comfortable and accommodating. Great space, great location, cozy and quiet. Would definitely stay here again. Thanks so much, Donna!

Apartment on Main St.
Molly's place was GREAT--a total gem for the area. The vibe and layout of the space was sunny, peaceful, and super welcoming. Easily one of my favorite AirBnB's ever--we will definitely be back! The kitchen had everything we needed and the whole apartment felt spacious and roomy, yet cozy. The backyard area is gorgeous! Even though the house is right on main street, the sound isolation was great and we slept well every night we were there (the most comfortable bed EVER also helped). We miss this place already!!

Charming apartment with breathtaking view!
Stayed here for 2 nights with a couple friends. Perfect spot for a quick getaway. Backyard and pool area was exactly what we were looking for with lots of space to lounge and relax. Lots of entertainment if you wanted to just hang inside as well. As some of the other reviewers noted, you can definitely hear the hosts move around upstairs. Didn't impact us too much except for Saturday morning. Was a little difficult to sleep in b/c of the noise.

Woodsy hideaway apartment
Very cute homey place in a beautiful setting, and a great value. Super convenient for visiting Amherst or UMass Amherst (just a couple blocks from UMass campus, and a very short drive to downtown Amherst). Great communication - Deborah messaged before we arrived to make sure we were good with directions and checked in while we were there to make sure we had everything we needed. She set us up with coffee, eggs, toast, juice, and homemade blueberry jam (!) - really nice. The apartment looks out into woods, and we woke up to a family of deer just chilling right outside.

River View Apt in Shelburne Falls Historic Village
Thanks Crystal It was a great spot for the weekend and very comfortable!

Quiet bright & sunny 2 bedroom apartment w/ porch
It was a great experience, very easy to get to.Super clean we enjoyed our stay!!
Condo rentals with outdoor seating

Pacer's Pasture
Pacers Pasture is on a quiet road giving it a cute country experience in a great small town. The space has an amazing unfenced yard which was great for the dogs. Easy access inside with key entry, and we loved the door entry being toward the back of house for added privacy. The house has very comfortable linens, tons of parking, and the hottest water ever - which was perfect after a cold day adventuring. Aaron provides toiletries, some nice kitchen basics likes spices and teas/coffee, fast wifi-TV streaming, and a cozy space perfect for relaxing. Bonus points for being tastefully decorated and not overly cluttered. Would stay again!

Spacious Condo Near Everything • BizLeisure
Always happy to come back!

Historic house in 4 Corners area
Very clean and comfortable space. I felt very safe and enjoyed my stay.

Flowers & Falls Spot House
Superhost ! Was so accommodating to get us in last minute since our other Airbnb didn’t work out. He was so responsive and helpful with the snow storm as well ! We were so glad to have found this gem and have such a gracious host. The location is perfect and walkable to all the restaurants and markets. Also 15 mins away from Berkshire East ! This was a great find and we are thankful for it !

Cozy Studio with patio, 1.2 mi from downtown
Beautiful stay at Goran's charming studio apartment. Thanks for the great communication!

Berkshires Getaway < 1 Mi Skiing & Hiking!
Had an amazing stay! The location couldn't be better for skiing at Berkshire East—it’s literally just across the parking lot, which made it so easy to get on and off the slopes. The house itself was super warm and cozy, perfect for relaxing after a day on the mountain. The kitchen was well-equipped, so we were able to cook up some great meals without any issues. Definitely planning to stay here again next time we're skiing at Berkshire East! Highly recommend!

Lovely 1bedrom apartment with screened in porch
Goran's home was very comfortable and we enjoyed many things. The architectural features were top notch with many luxurious details, such as the decorative tiles, the vaulted ceiling, and the large deck. We enjoyed the natural light, and the spacious rooms. The mattress was very comfortable, and we hope to return for another stay. I highly recommend Goran's home. Tracey deJong
Quick stats about holiday rentals with outdoor seating in Holyoke
Total rentals
30 properties
Nightly prices starting at
$62 AUD before taxes and fees
Total number of reviews
2.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Berkshire East Mountain Resort
- Six Flags New England
- TPC River Highlands
- Taconic State Park
- Mohawk Mountain Ski Area
- Bushnell Park
- Mount Sugarloaf State Reservation
- Mount Greylock Ski Club
- Hartford Golf Club
- Douglas State Forest
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Bash Bish Falls State Park
- Norman Rockwell Museum
- Naumkeag
- Beartown State Forest
- Otis Ridge
- Rockledge Golf Club
- WIckham Park
- Bright Nights at Forest Park
- Brimfield State Forest
- Bigelow Hollow State Park