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Hotel vacation rentals in Massachusetts

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Popular amenities for Massachusetts hotel rentals

Family-friendly hotel rentals

Hotel room in Dennis
5 out of 5 average rating, 4 reviews

Deluxe Efficiency Room at the Sesuit Harbor House

KevinRating, 5 stars22 months ago
Phil could not have been more engaged, helpful or friendly. Great all arould!
Guest favorite
Hotel room in Dennis
4.83 out of 5 average rating, 117 reviews

Room #5 Ocean Front Beach House Inn

KristinaRating, 5 stars4 months ago
Several times I have been welcomed here for business travel. Nice bonus to be able to unwind with a view of the ocean after a long day. Laid back, no frill’s atmosphere is what I love about this place.
Superhost
Hotel room in Cummington
4.82 out of 5 average rating, 85 reviews

Singing Bridge Harmony Room

EileenRating, 5 stars3 weeks ago
Wonderful place perfect for our weekend get away with our “ fur baby” felt very welcoming
Superhost
Resort in Yarmouth
5 out of 5 average rating, 6 reviews

August 8-15.Riverview Resort! Two baths. 6 people

DanielleRating, 5 stars6 months ago
Right near all that 28 has to offer, but removed enough from the main drag that you don’t hear the traffic. Situated on a beautiful tidal river, the views and location don’t disappoint. Perfect for 1-2 people looking for a centrally located cape getaway.
Resort in Brewster
4.33 out of 5 average rating, 84 reviews

Ocean Edge Resort One Bedroom Villa

JenniferRating, 5 stars2 months ago
This was a great weekend getaway with our 3-year-old! Great beach walks nearby, good restaurants, and access to two indoor pools, and a playground within walking distance from our unit. Would definitely return.
Superhost
Hotel room in Yarmouth
4.34 out of 5 average rating, 73 reviews

Ultimate Vacation Home, NoSmoking Room with 2 Beds

TraceyRating, 5 stars19 months ago
Worked well for one night when family was going in different directions next morning.
Hotel room in South Hadley
5 out of 5 average rating, 11 reviews

Daniel Stebbins Inn: Francis Perkins Room

RebeccaRating, 5 stars10 months ago
This was by far one of the best Air BNB experiences I have had. We only stayed very briefly for a conference but it was absolutely perfect. It was super close to the college, so easy to find, check-in was a breeze, breakfast was delicious and had lots of options, the room was beautiful and the bed was very comfortable. We felt very at home! We were traveling with a trailer and three mini equines so we didn’t have a lot of room for things to get complicated and Ruth made EVERYTHING so easy and comfortable. I am so grateful for her hospitality and if I attend the conference next year, I will definitely be rebooking! I highly recommend staying here. ☺️
Superhost
Hotel room in Chatham
4.79 out of 5 average rating, 57 reviews

Garden Suite - Chatham Guest Rooms

KirbyRating, 5 stars6 months ago
We absolutely loved our stay here!! The accommodations were wonderful and we loved the location and Chatham in general. Whenever we come back, we will definitely look at staying here. The host had so many helpful list and tips for places to eat and things to do (and not do). There were also beach chairs and beach towels. It was a wonderful stay with an easy process checking in and out!!

Hotel rentals with a pool

Hotel room in Nantucket
4.44 out of 5 average rating, 9 reviews

Poolside King in Boutique Nantucket Hotel

AshleyRating, 5 stars31 months ago
We had such an amazing time at the beach side on Nantucket! The staff were amazing the pool was a plus especially during the summers biggest heat wave (also they had beach toys pool toys and swimmies for the kids also great distance to both town and jetties and we even took the Wave Bus to Maddeket. The beds/ linens were extremely comfy I was nervous after reading a few of the reviews but honestly I don't know what some of those people were talking about. The A/C was some of the best cooling we've ever experienced on the island, there were plenty of shampoo condition body wash towels. The rooms were super clean and I loved the extra touch of the lemonade, ice tea and water in the lobby. The only thing I would add would be cookies or some type of snack during the day.. There was also a wood burning fireplace in the lobby at night which gave you such a cozy feel. The breakfast wasn't terrible they had plenty of drink options and muffins and bagels on the weekend, if they had some fruit/ Pastries/yogurt it would bring it to the next level. The staff was absolutely phenomenal everyone was so sweet and helpful and honestly just nice to talk to! Everyone always smiled at you. We stayed with our 2 dogs and toddler and the room was perfectly accommodating. The only downfall is check in is at 4:00 pm so next time I would just take the later ferry and they didn't have beach chairs or coolers which some of the hotels provide on the island, and the wood shades are nice but maybe some blackout curtains would be a nice bonus.....again these are just little things that would make the stay that much better even though it is already amazing. We would absolutely stay there again!!!!! Best value for your dollar on Nantucket if you ask me!
Superhost
Hotel room in Boston
4.85 out of 5 average rating, 108 reviews

Live at Fenway | Walk to Park and Heated Pool

MichelleRating, 5 stars5 days ago
Great stay and would go back for sure! Good price for off season. Great little breakfast!
Superhost
Hotel room in West Springfield
4.88 out of 5 average rating, 8 reviews

Comfortable Queen Suite + free breakfast at MA

TonyaRating, 5 stars1 month ago
Everything was great .. the team was great , responsive & always there if I needed anything … the location is perfect … it’s close to restaurants, grocery stores , interstate , etc … I will definitely stay here again …
Hotel room in Lenox
5 out of 5 average rating, 5 reviews

★ Romantic King Room w/ Double Jacuzzi & Fireplace

AmandaRating, 5 stars23 months ago
Stan made sure we had information on all of the local restaurants, which was super helpful! The hot tub was wonderful, clean, and was perfect for the two of us to enjoy comfortably. Check in was easy and the room was very comfortable. We would happily return!
Hotel room in Hancock
4.69 out of 5 average rating, 13 reviews

Skion/Skioff Jiminy Peak Resort

KeithRating, 5 stars2 weeks ago
The room and destination were great. If you’re going skiing/snowboarding with a beginner, the walk to the bunny hill can be a longer walk but ultimately completely doable and simple, just a little workout if you’re wearing all your gear. The room was bigger than what it looked like in pictures. Locating wasn’t too difficult just had to walk through multiple hallways, if you were coming from the main lobby. Jiminy peak had a lot to offer and the skiing was great. The restaurants on property were good and relatively fair on price. The kitchen offered enough to cook your own meals.
Resort in Barnstable
5 out of 5 average rating, 7 reviews

Luxury 3 Bed Apartment in Hyannis with Waterpark

KimRating, 5 stars19 months ago
Great place to stay for kids. It was perfect to have three separate rooms since we had 3 families. We each had our own space but had the common area as well. The location was perfect for little kids with the water park, pool and arcade and a short drive to the beach. Al was very responsive.

Destinations to explore