Condo holiday rentals in Massachusetts

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Popular amenities for Massachusetts condo rentals

Weekly condo rentals

Top Guest favourite
Condo in Essex
5 out of 5 average rating, 33 reviews

Marshside one-bedroom with stunning view

Carrie & JamesRating, 5 stars2 weeks ago
The stay was incredible. Cleanest Airbnb we’ve ever been in, and had no issues with my baby crawling all over. The space was naturally baby proofed!! Beautifully decorated with everything you need to feel at home!
Top Guest favourite
Condo in Provincetown
4.99 out of 5 average rating, 98 reviews

Modern Beachfront Condo, Great Views and Location!

LisaRating, 5 stars1 week ago
Such a beautiful water front landing. John’s crisp, clean and well curated, upscale condo is a pleasure to spend time in. Just around the corner are restaurants, galleries, coffee shops, bars, bakeries and shops all within easy walking distance. Location could not be better - just steps to Commercial Street. Highly recommend!!
Guest favourite
Condo in Chatham
4.88 out of 5 average rating, 91 reviews

Walk to beach! Chatham Luxury near downtown, CBI!

DanRating, 5 stars4 weeks ago
Perfect for a long weekend trip to Cape Cod. The condo was exactly as described and conveniently located near downtown Chatham. Highly recommended Chatham Sunrise for breakfast (walking distance).
Top Guest favourite
Condo in Provincetown
4.98 out of 5 average rating, 65 reviews

Sailor's Den | Full Kitchen & Laundry

BarbaraRating, 5 stars1 week ago
Milo & Lance were wonderful hosts! We went on several of the excursions they suggested and dined in most of the restaurants. The Sailor’s Den was the perfect place for us to stay as we spent most of our days exploring the sights and sampling the local eateries. It’s very walkable and quiet in the evening. I just can’t say enough good things about this lovely place. I would highly recommend staying here!
Guest favourite
Condo in Salem
4.9 out of 5 average rating, 89 reviews

Lovely Condo-close to Downtown Salem 1bed/1ba

GabrielRating, 5 stars6 days ago
Me and my fiance stayed here, and me and him had the best time! It's a beautiful condo, perfect size, clean, cozy, and it's exactly what you see in the photos It's within perfect walking distance of downtown Salem, in a safe neighborhood, and it's perfect for anyone looking for a nice vacation to Salem!
Guest favourite
Condo in Marshfield
4.94 out of 5 average rating, 68 reviews

Studio suite at Sunrise Beach.

KatieRating, 5 stars2 days ago
What a great place. I can’t even began to say how amazing and needed this was for hubby, pup and I!! It was our eight year anniversary and hubby felt as if it was a reminder of our first apartment together (the layout and such) and it had such a great homey feel to it even the dog didn’t want to leave!!! Everything was there for your cooking needs, tv, couches, everything! Also bonus was the food!! The place across the way was great, there’s even more down the street so the closeness of places helped and made it so easy to just enjoy and not have to cook. Oh and we were more woodys type ppl but now we’re beach people. Our doggo loved it so much we went there four times a day. The two minute walk was a great thing to do early in the morning (dogs don’t know weekend times lol) and even at night you def want to check it out!!
Top Guest favourite
Condo in Barnstable County
4.91 out of 5 average rating, 23 reviews

Oceanview Condo w/ Fireplace & Patio

TeresaRating, 5 stars1 month ago
The place was very comfortable with beautiful views of the ocean. It was off season & a bit cool so we really enjoyed the indoor heated pool & jacuzzi and walking the beach. So nice to hear the surf when falling asleep! The space was clean & comfortable and the cozy fireplace delightful on the cool nights.
Superhost
Condo in Peabody
4.94 out of 5 average rating, 83 reviews

Peabody Penthouse Top of the World Sunset View

NoraRating, 5 stars1 month ago
i loved this place so much, the photos do not do the place justice. I had a great time, the place was so relaxing and i felt right at home. Peabody is such a nice place and there are so many stores right near by, even walkable. The best part of the place is the outdoor patio which have seats and such a nice view. i love how much light the place got during the day and during the sunsets. the place was super clean and nicely decorated. Demetri was such a great host and was so helpful, friendly and responsive! Thank you for a great stay!

Pet-friendly condo rentals

Guest favourite
Condo in Somerville
4.85 out of 5 average rating, 226 reviews

A Cozy 3 Bedroom Home Close To Boston & Parking

AlisonRating, 5 stars3 days ago
This place was absolutely lovely. All weekend my guests and I would find ourselves commenting on how clean, cozy, and cute the space was, and how responsive Shirley was in helping us navigate check in/out. Would absolutely stay here again!
Guest favourite
Condo in Watertown
4.84 out of 5 average rating, 103 reviews

Nice Condo to Harvard, MIT, Fenway, with parking

HannaRating, 5 starstoday
Nancy was kind and responsive! The BnB was super clean, had nice window AC units, and cute location.
Guest favourite
Condo in Boston
4.95 out of 5 average rating, 202 reviews

Family Home + Near Downtown + Cool Backyard!

RogerRating, 5 stars3 months ago
We had a great stay! Quiet, safe neighborhood, easy to get to the city. Lots of space for the six of us to eat and relax together. Beautiful view of the Boston skyline just minutes walk from the place. Comfortable beds and soft sheets too! We also had no troubles parking nearby and leaving our car (for free) for our entire stay.
Superhost
Condo in Provincetown
4.88 out of 5 average rating, 154 reviews

Serene, Light-filled Loft

MichaelRating, 5 stars4 days ago
This was an excellent apartment for an extended stay in Provincetown. Very close to the action. William was very responsive and helpful throughout our stay. Strong recommend. Note: We didn't use the upstairs loft at all. It's VERY tight, but would probably be a lot of fun for kids.
Guest favourite
Condo in Boston
4.89 out of 5 average rating, 110 reviews

Transit friendly condo on quiet street

KimberlyRating, 5 stars3 weeks ago
We loved Andy’s place! Comfortable beds, hot strong shower, very roomy. Two balconies! Shops, restaurants, diners, grocery stores, discount stores, all in easy walking distance. There are quite a lot of steps to get up to the apartment, but they’re well-lit and there are hand rails everywhere. My sister lives less than a mile away from Andy’s house and doesn’t always have room for all of us. We’ll definitely be back!
Guest favourite
Condo in Boston
4.88 out of 5 average rating, 540 reviews

Historic JP Brownstone with Parking. Pets Welcome!

ChristopherRating, 5 stars1 month ago
Adorable brownstone in JP! Close to the orange line, quiet neighborhood with lots of families. House was great, lots of space.
Top Guest favourite
Condo in Lakeside Marblehead
4.99 out of 5 average rating, 226 reviews

Harbor View Suite

AmyRating, 5 stars2 weeks ago
Our stay at Kristen’s on our East Coast tour was incredible. The location and the views were incredible! Her home was pristine and we loved all of the personal touches. Would love to visit again!
Superhost
Condo in Provincetown
4.89 out of 5 average rating, 187 reviews

Bayshore 2:Direct waterfront/Parking/Pets welcome

WendyRating, 5 stars3 weeks ago
This is an easy place to stay. The kitchen is super well equipped, and a great refrigerator, comfortable place to be in, really great location and view. Thank you so much!

Condo rentals with a pool

Guest favourite
Condo in Brewster
4.97 out of 5 average rating, 180 reviews

Ocean Edge Resort-Pool Access-End Unit-2 bdr/2 bth

JeremyRating, 5 stars1 month ago
Anna’s place was exactly what we needed to have a peaceful and relaxing Memorial Day weekend stay. We knew the weather might be on the cooler side, so purposefully wanted to stay where there was the possibility of using the indoor pool – the sponsored guest passes were a huge benefit here, and Oceans Edge staff even went above and beyond, adding an extra day to our pool access since we were picking them up so late in the day. The condo was clean and filled with all the essentials, in a very quiet area of the property. Would definitely stay again!
Top Guest favourite
Condo in Brewster
4.97 out of 5 average rating, 72 reviews

Ocean Edge 2 Bed 2 Bath, Golf & Free Resort Access

LucasRating, 5 stars1 week ago
Chris is an unbelievable host.
Superhost
Condo in West Dennis, Dennis
4.84 out of 5 average rating, 51 reviews

Hidden Hideaway

JennyRating, 5 stars8 months ago
The location is fabulous and very close to many amenities - coffee, groceries, restaurants and the beach. While it was a small space, it was well laid out, comfortable to be in, very clean and had a respectable kitchen for its small size (which I used). Devon was very proactive and friendly when I asked him about the microwave not working - I had missed that it wasn't plugged in! The condo was very quiet at night even though it is close to a road. I will definitely return to Devon's place should I need to travel there and it is available.
Guest favourite
Condo in Tisbury
4.91 out of 5 average rating, 74 reviews

Sunny 2bedroom condo w pool, walk to town

ElaineRating, 5 stars1 week ago
We enjoyed our stay at the condo. It is nicely decorated with comfortable beds and good sized rooms. The location is convenient, walkable to town and VH bus terminal. Leah was very responsive and provided local recommendations in the area. Thank you for a pleasant stay.
Guest favourite
Condo in Provincetown
4.93 out of 5 average rating, 102 reviews

Modern, clean waterviews

LexiRating, 5 stars1 month ago
We had a wonderful stay at Garrett’s place. The apartment location can’t be beat, right on the water and walking distance to town but also nice and peaceful. Our family enjoyed the balcony and the comfy living room and kitchen. Would recommend!
Guest favourite
Condo in Brewster
5 out of 5 average rating, 72 reviews

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

DonnyRating, 5 stars8 months ago
We really enjoyed our stay. Great condition, really clean, easy parking, and great location right at the Ocean Edge resort. Rob was an excellent host, super communicative and responsive. Would stay again!
Guest favourite
Condo in Hancock
4.92 out of 5 average rating, 66 reviews

Jiminy Peak Country Inn - ski in/out condo MT view

ArielRating, 5 stars1 week ago
We stayed at Renee’s place during a summer festival weekend hosted at the mountain and it was perfect for our needs! Comfy bed, good kitchen set up and a nice place for lounging in between festival events. Would definitely stay here again!
Guest favourite
Condo in Dennis
4.96 out of 5 average rating, 48 reviews

6 Min to Beach - Pool - Private Balcony - Central

NicoleRating, 5 stars2 weeks ago
My boyfriend and I stayed in this beautiful and quaint condo for a wedding weekend in Dennis and it couldn’t have been a more perfect place with a more perfect location!We both felt safe and comfortable immediately upon arrival and loved spending time outside on the porch and enjoying walking around the area! We would both recommend this stay to anyone!

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