Located in Franklin County, Massachusetts, Greenfield is a laid-back city that is known for its growing commerce and entertainment hubs. Whether you’re here for work or fun, you should take some time to check out its different shops and restaurants. There are also multiple venues and spaces scattered around the city for musical acts, exhibits, and all sorts of performance art. Since Greenfield can be found in the Pioneer Valley, it’s surrounded by towering trees and hiking trails. If you’re lucky, you might catch a glimpse of wildlife in their natural habitat. The best part about Greenfield is that despite its streets bustling with people and activities, its residential neighborhoods are pretty peaceful. There’s no better way to end your day than coming home to a room where you can unwind in peace. So if you’re dropping by Greenfield any time soon, scroll through this list of the top Airbnb vacation rentals in Greenfield, Massachusetts.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 06, 2024.
1. Antique home with private patio (from USD 195)
This old-timey house will guarantee you an unforgettable vacation. As soon as you enter, you’ll discover antique pieces scattered around the place, giving it a nostalgic feel. When snow starts to fall, you can play by the yard or huddle up in the cozy living room. The private patio has an assortment of fruits and flowers, making it the perfect spot to hang out during spring and summer. Regardless of the season, you’ll definitely have a great time right here.
Top guest reviews
Amenities & Room:
very comfortable furniture and furnishingswifi worked greatthe modern appliances in the kitchen and washer/dryer were nice bonusesthe house was more charming and cozy than the photos capturedthe house is utterly charming with an updated kitchen modern appliances and good bathroomsCleanliness:
spotless and cleanvery clean and comfortablea beautifully clean home and aesthetically wonderfullovely turn of the century spacious house completely updated clean and gorgeously furnishedsuper clean well equipped kitchen bathroom and laundry roomHost:
host is super hospitablewonderful spot and wonderful hostour host met us at check-in accommodated our requests and was a very graciousbeautiful home and a great hostcarolyn is a wonderful hostRead more reviewsLocation:
an easy walk to downtownnice location in greenfield massthe location was very convenient and close to great restaurants in greenfieldbeautiful old house within walking distance to main streetwalking distance to a number of great places downtown
2. Luxurious villa with eat-in kitchen
Live like royalty inside this large manor near downtown. The spacious eat-in kitchen is just the right size to accommodate a large family of eight. This is the chance to bond over preparing and eating food. You can also enjoy your meals at the dining room during formal or special occasions. The villa has a three-season porch connected to the living room, giving everyone additional room to play or lounge around. If you’re planning to stay in Greenfield with the family for a few weeks or a couple of months, then you might want to check out this stunning villa.
Greenfield, Massachusetts, United States
8.19 km (5.1 mi) from Magic Wings Butterfly ConservatoryAccommodates: 10
Top guest reviews
Amenities & Room:
it was about the best stocked kitchen of any air bnb we have ever stayed infit 5 adults and 2 children with room to sparelots of comfortable common areas for visiting eating loungingtastefully decorated very comfortable and much larger that it looks from the posted picturesmultiple comfortable spaces in and out of the house for gathering/hanging outCleanliness:
the house was clean and comfortableevery room was spotless and warmly furnishedmartina's place is clean well stocked and beautifulawesome home very clean and neatit was very clean beds were comfortable and there was plenty of roomHost:
martina was the perfect hostmartina is a super hostmartina was a warm and friendly hostmartina is a wonderful host who was very responsive to our questionsmartina was an excellent host highly recommendRead more reviewsLocation:
the location is perfect twoa lovely house right in greenfield village and close to deerfieldwonderful location close to restaurants and activitiesperfect location - close/easy to walk to town but in a quiet residential neighborhoodgreat location—can walk to downtown greenfield as well as to a nice walking trail
3. Spotless bungalow with two bedrooms (from USD 125)
Don’t miss out on the opportunity to have this entire bungalow to yourself when you visit the charming town of Greenfield. It has two bedrooms that you can divide among your family or friends. Each bedroom has a soft mattress, guaranteeing a peaceful sleep at night. If you have children with you, you won’t have to worry about any of them getting harmed in any way because the bungalow has been designed to be open and uncluttered. Try out the different nearby restaurants or cook yourself a delicious meal in the kitchen.
Top guest reviews
Amenities & Room:
my hosts went the extra step to make me feel comfortable with thoughtful touches like tea/coffee and toiletriesthe bed linens were particularly comfortable and there were lots of fluffy towelsboth bedrooms are super comfortable and so are the living room and dining roomCleanliness:
bright and clean as advertisedhouse was very clean and comfortablevery clean and easy to locatedarry + kristi’s place is a convenient clean easy spotvery comfortable and cleanHost:
communication with the hosts was clear and we appreciated the helpful information they provided about the surrounding areasdarry and kristi are awesome hostswonderful place to spend a few days or a week darry and kristi were great hostshosts were great with communication and made some gracious accommodations to make our stay easiercommunication was prompt and easy and they provided helpful tips about restaurants in the areaRead more reviewsLocation:
the house is in a great location; a short drive to downtown and many restaurantswhat a lovely house to stay at we were close to the wedding we were attendingwhat a lovely place to stay while on a holiday vacationthe central air conditioning was an added bonus as we stayed on a muggy summer weekenda really great place to stay
4. Warm and sunny suite with free parking (from USD 136)
Greenfield is an exciting and interesting city with tons of activities and buildings to explore. However, there’s no better feeling than retiring to a quiet home at the end of the day. This suite is positioned a few blocks away from the busy downtown, close enough to get there easily but far enough from the urban noise and people. This bright suite is an intimate lodging, good for two people. There’s a private deck at the back, where the sunlight hits just right, making it an excellent spot for reading or drinking tea. A parking space near the entrance is provided for your vehicle. Play and rest all you want in Greenfield.
Top guest reviews
Amenities & Room:
the outdoor space with tables and chairs was private and relaxingvery comfortable and cozy furnishingsthe bed and bedding are amazinghighly recommend such a good spot and has outdoor patio and plenty of room insidethe place is beautifully decorated and the bed super comfyCleanliness:
very clean and great locatioshower and bathroom are modern and clean and perfecteverything was very clean organized and easily accessiblecomfortable clean and convenient to townvery cozy well appointed super clean and privateHost:
excellent hosts just perfectour hosts were very easy to reachgreat hosts and they gave us awesome recommendationshosts were super accommodating and thoughtful in everything they provide for their guestsmolly and matthew were good hostsRead more reviewsLocation:
great location perfect for 2 guestssuch a sweet place in a really cute townmolly and matthew’s place was the perfect getaway very quiet and private but close enough to walk anywherea cozy yet modern space great location near downtown greenfieldwhat an amazing place to stay amazing location right in town and absolutely adorable
5. Stylish studio with backyard garden (from USD 65)
Look no further because this chic studio room is the getaway that you’ve been waiting for. You’ll find it by the outskirts of Greenfield near various attractions. Take a 20-minute ride to Berkshire East, where you can go skiing, mountain biking, hiking, and try other outdoor activities. It’s also just an hour away from Okemo Mountain Resort and Mount Snow, two of the best skiing resorts in Vermont. There’s a mini kitchen for preparing quick drinks and snacks, but if you want a full meal, eating at restaurants and diners is recommended. Stroll around the garden and take Instagram-worthy photos with the mini sculptures littered along the backyard. Don’t forget to step outside at night and admire the beautiful night sky accompanied by twinkling stars.
Top guest reviews
Amenities & Room:
room was comfortable with microwave fridge coffee clean towels extra soap awesome shower nice ac unit etcthe room is decorated with lots of nice touches and the garden area has outdoor sculptures and artfridge microwave tea pot and toaster make it possible to prepare a nice continental breakfastCleanliness:
extremely clean and comfortablegreat place to stay very clean very quietgreat little place to stay very cleanclean great location & great communicationa lovely clean quiet space perfect for a weekend getawayHost:
hosts were wonderful: warm responsive and provided us with recommendationsjj was an awesome host the place is perfectthis place is truly an oasis the hosts were so kind and helpfulthey were incredibly friendly and the town was gorgeousit’s a lovely and very artfully decorated little space with very friendly and helpful ownersRead more reviewsLocation:
located in farm/suburban surroundings but close enough to town to get great food with a short drivea great location for a couple looking for a getawayjjs place is great close to shops and in the nicer part of town
6. Breezy apartment with full bathroom (from USD 103)
Find your inner peace inside this serene apartment decorated with wide windows and high ceilings, giving you all the space and air you need to relax and have fun. You’ll have the entire upper floor to yourselves, which you can enter through a private entrance. There’s a bathtub in the bathroom, where you can soak yourself and unwind from all the accumulated stress. To make things even better, you can watch the sunset while lounging on the front porch.
Top guest reviews
Amenities & Room:
it’s easy to find the iron the towels the ironing board the coffee maker the coffee etcher apartment is spacious comfortable & beautiful with natural wood trim and hardwood floorsthe bedding was comfortablethis was a beautiful old house that was warm and cozy on a snowy new england nightvery spacious accomodation with an actual kitchen and large comfortable bedroomsCleanliness:
the entire unit was clean and well equippedjulie's place is amazing it is very clean and stylishthe space is nicely cleanenjoyed the stay -- julie's place was tidy and clean and she communicated with us clearlyexcellent stay clean great suggestions on local restaurants and fresh flowersHost:
julie is a very kind hostjulie is a great host and is very responsiveshe was very helpful and accommodatingand julie was a clear communicator and thoughtful hostjulie is an amazing host--we felt extraordinarily welcomeRead more reviewsLocation:
great location walking distance to temple woods close drive to poet's seatthe location is convenient to everything and feels very safe and secureit’s a great location close to town with surrounding area parks full of nice hiking trailsthe location is also great for going into the town or visiting local parksgreat place perfect spot close to downtown julie was so helpful
7. Serene cabin with WiFi (from USD 71)
Relax and replenish your energy inside this quaint cabin for two. It has enough room and amenities to ensure a memorable and hassle-free stay. Have a cup of tea by the window and watch a few birds come and go. Use the WiFi if you have work to attend to.There’s a heater and an air conditioner within the residence, so you can adjust the temperature of the room to whatever suits you best. While everyone’s out and about for the holidays, you can just sit back and relax in this dainty little space.
Top guest reviews
Amenities & Room:
the space is lovely with a bed guaranteed to provide a restful sleepit was comfortable everything was where needed and she’d put out fresh flowers (from her garden i presume)when we finally returned to crash just before midnight we experienced a supremely comfortable bedthe room was great for two peoplethe room was exactly as pictured and was quiet and very comfortableCleanliness:
very clean and nicely decoratedclean cozy and comfortableeverything is clean new and comfortablenice quaint clean spacevery clean quiet comfortable spaceHost:
pam is a great hostpam was very responsive and a wonderful hostpam was a great host and responded immediately when we had questionspam was a terrific hostpam's an awesome hostRead more reviewsLocation:
it's located in a quiet neighborhood with good walking/running trails nearbyit is located is a great quiet neighborhooda lovely quiet location that is an excellent valuei enjoyed going for walks in the neighborhood and around the college campus close bypam has a lovely suite in a great location
8. Whimsical lodging with modern amenities (from USD 274)
Go on a trip to Greenfield without paying for expensive hotels in this unique apartment. Its interior is an aesthetically-pleasing mix of modern and old-fashion design that will make you feel like you’re living in another world. There are three bedrooms that can sleep up to six people in total. The property exudes a vintage vibe, but there are also modern appliances, such as flat-screen television and washing machine, to make your stay easy and convenient The train and bus station is just a five-minute walk away, so you can travel to other places without too much of hassle.
Top guest reviews
Amenities & Room:
the house is very well decorated with warm and elegant facilitiesmore than adequate closet space dresser space and comfortable seating areas to relaxCleanliness:
very clean and comfortablevery clean floors and area rugsvery comfortable beds the whole place was very clean & invitingit was everything that was described - very clean spacious nicely furnished and well stocked with necessitiesvery clean with lots of light and the best choice for big familyHost:
linda is a great hostour host was most accommodating in all respectslinda was very communicative and responsivelinda is also very nice and responsive to anything you ask forit was super clean and comfortable and linda is a lovely hostRead more reviewsLocation:
really nice spot in a quiet neighborhood of greenfield super close to the center of everythinggreat house close within walking distance to restaurants and a local coffee shoplinda's apartment is in a great locationthis beautiful apartment was a perfect place to stay while visiting family in greenfieldit is walking distance from restaurants and coffee shops which was nice
9. Spacious tent with outdoor shower
Discover this hidden gem surrounded by enchanting trees and wildlife. Despite being located in an isolated area, it has everything you need to make your experience in the outdoors comfortable and convenient. Watch the stars at night and when it starts to feel chilly, settle down and use the wood-burning stove to keep yourselves warm. There’s an eco-friendly outdoor shower and compost toilet behind the tent to ensure your privacy. Go on a healing holiday and reconnect with nature inside this charming yurt tent.
Greenfield, Massachusetts, United States
14.8 km (9.2 mi) from Magic Wings Butterfly ConservatoryAccommodates: 4
Top guest reviews
Amenities & Room:
with a kitchenette toilet and shower clean water and electricity the yurt has everything you needCleanliness:
it was super clean comfortable and had everything we neededthe yurt is clean and comfortableHost:
wendy is a great hostwendy was an extremely kind and friendly hostwendy was a loving host and very easy to communicate withwendy is a thoughtful and accommodating hostwendy was a wonderful host who offered a wealth of information leading up to our arrivalRead more reviewsLocation:
perfect location and dwelling for those who love the outdoorsamazing location great place to unwind and clear your head after a day of hiking through fall foliageit's a nice place to get away and relaxthis is a magical place to stay for those who wish to enjoy sustainable living at its bestwendy’s yurt is in a beautiful secluded location perfect for a weekend away from the hubbub and noise
10. Snug house with wraparound porch
Want to take a break from your busy daily schedules, then book this cozy house in a quiet neighborhood. Spend some time together and catch up in the living room while you keeping yourself warm by the wood-burning stove. You can also have your favorite tea or coffee by the porch while getting some fresh air. Get that healing and life-changing vacation that you need.
Greenfield, Massachusetts, United States
9.76 km (6.1 mi) from Magic Wings Butterfly ConservatoryAccommodates: 6
Top guest reviews
Read more reviewsHost:
advice to host: make sure your cleaners clean everything in the kitchen and bathroom
Explore the laid-back city of Greenfield
While Greenfield might not have world-famous attractions, there’s a variety of things you can do here whether you prefer laid-back retreat or thrilling outdoor activities. You can enjoy a meal or two at a local diner and visit a gallery afterwards. You can also go hiking and skiing, if the weather permits. The charm of Greenfield lies in its silence and intimacy. This is the best spot to go to especially when you need a big break from your everyday routine.
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