House holiday rentals in Dedham

Find and book unique houses on Airbnb

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Popular amenities for house rentals in Dedham

House rentals with a pool

Guest favourite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars2 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Top guest favourite
Home in Newton
5 out of 5 average rating, 18 reviews

Villa with private Pool in Boston's Elite Enclave

BrandonRating, 5 stars3 weeks ago
We stayed for a graduation for our son and the house comfortable accommodated our entire family including parents/ in-laws. There was a creek in the back, pool, Firepit. We had fun playing pool (billiards) and darts. Nice Kitchen with new appliances. The 3 bedrooms are nice in size and we never felt cramped accommodating us all. The host communicated very quickly and was sooo nice. We unfortunately won’t be in Boston in near future however if we did and needed the space we would book again.
Top guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 16 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars1 week ago
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 154 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars1 month ago
Six of us stayed over the weekend. We were very comfortable and Brad was very helpful and responsive. House had everything that we needed. Brad is a great host. Would 100% recommend a stay.
Guest favourite
Home in Worcester
4.96 out of 5 average rating, 101 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

XufengRating, 5 stars2 weeks ago
From the moment we arrived, we felt completely at home thanks to the incredibly warm and welcoming hosts, Tania and Glenn. They went above and beyond to make our stay comfortable, offering great local tips and always greeting us with a smile. Their hospitality truly made a difference. The home itself is absolutely stunning—beautifully designed, impeccably clean, and filled with thoughtful touches that made it feel extra special. Whether we were enjoying a quiet morning coffee or relaxing in the cozy living area after a day of exploring, everything was perfect. This was one of the best Airbnb experiences we've ever had. If you're lucky enough to find availability here—book it! You won't regret it. Thank you, Tania and Glenn, for a truly unforgettable stay! 💛
Top guest favourite
Home in Arlington
4.94 out of 5 average rating, 34 reviews

Beautiful Spacious 4BRM House!

NicholasRating, 5 stars5 days ago
I loved everything Maxine said and how she helped navigate around every even in the house, everything was so clean, very quite place good for professional working, everything was just beyond, amazing & lovely place you feel right at home with so much space to move around the house. Being free having your privacy. Thank you Maxine 🙏👏🏽
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 42 reviews

the house of id; vintage shop, accessible space

KassiaRating, 5 stars1 week ago
We absolutely loved our stay at this home! It was extremely clean, cozy, and beautifully prepared — every detail made us feel so comfortable and welcome. You can truly feel the love and care the host put into the space. It felt like a warm home from the moment we arrived. We are already looking forward to coming back again. Thank you for such a special experience! 🙏✨💕☀️
Guest favourite
Home in Weston
4.97 out of 5 average rating, 94 reviews

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 month ago
I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.

Weekly house rentals

Guest favourite
Home in Westwood
4.84 out of 5 average rating, 85 reviews

sweet little house

WillRating, 5 stars1 month ago
This is a cute ADU within walking distance to the Route 128 station. The unit is very spacious and reasonably priced. Wuke graciously helped us out when we needed laundry detergent. We would stay here again. Only downside is that the ADU has a bit of an unfinished feel. The shower did not have a curtain, the bedroom skylight window was papered over, and there was command-strip residue leftover in a few places.
Guest favourite
Home in South Weymouth
4.93 out of 5 average rating, 121 reviews

Entire House Near South Shore Hospital/Whole Foods

LatriseRating, 5 stars3 weeks ago
I loved this Airbnb. I was in Boston for my nephews graduation. The home was perfect for family. Trang was very accommodating. We had an early check in and it really helped us. I definitely recommend this Airbnb.
Top guest favourite
Home in Wellesley
5 out of 5 average rating, 40 reviews

Elegant Guest suite Wellesley

CesarRating, 5 stars1 week ago
It was my second stay here and the whole experience was outstanding, once again. Such a great place and hosts.
Guest favourite
Home in Dedham
4.96 out of 5 average rating, 24 reviews

Chic and Cozy Family Retreat Close to Boston

LeahRating, 5 stars5 days ago
My family and I traveled from Florida for my nephew’s graduation. Davidson’s place was perfect for our family of six. It was very modern and very spacious! The beds were very comfortable. Davidson was very responsive! We will definitely stay again when we visit the area. Thank you for a wonderful stay!
Guest favourite
Home in Harvard Square
4.93 out of 5 average rating, 267 reviews

Harvard Square - free permitted on street parking

DavidRating, 5 stars1 week ago
Anne’s apartment is the perfect place to stay in Cambridge. It is spacious, lovely, and convenient to everything. Anne was a wonderful host and made our stay so easy. We hope to return!
Top guest favourite
Home in Holliston
4.97 out of 5 average rating, 86 reviews

All New Private Country Setting (2 Level-No Share)

JenRating, 5 stars1 week ago
If you like spacious, spotless, quiet, and comfortable homes that are stocked with all the essentials and situated in a great location, then you'll love staying at this Airbnb. It was a bit too much space for my needs and preferences as I was traveling solo, and I don't need a formal dining room or two living rooms, but the location and comfort level couldn't be beat. The hosts are very responsive. Do make sure you ask them about the heat controls, I never could figure out how to maintain the right temperature for long, but my visit was pretty short and I managed just fine. Pro tip: Don't miss a chance to sample the savory turkey pot pies and many varieties of sweet pies at nearby Out Post Farm.
Superhost
Home in Greater Mattapan
4.94 out of 5 average rating, 34 reviews

The Enchanted Red Doors

MichaelRating, 5 stars1 month ago
Clean, comfortable, great location/spot.
Superhost
Home in Dedham
4.62 out of 5 average rating, 29 reviews

(F3) For Family and Friends

CaraRating, 5 stars3 months ago
Home is clean and convenient. Served as a perfect launching pad for my family's fulfilled weekend!

Private house rentals

Guest favourite
Home in Foxborough
4.9 out of 5 average rating, 82 reviews

House 3 miles from Gillette Stadium

EdRating, 5 stars3 weeks ago
We were thrilled to stay at Anthony’s. Peaceful lovely street. Very nice home. Not only plenty of coffee, but real milk eggs and other supplies you don’t normally see. Anthony was very responsive. We would be so happy to stay here again. I hope we can.
Guest favourite
Home in Brockton
4.96 out of 5 average rating, 49 reviews

Leisure | Business| Getaway| Downtown Brockton

CorantinRating, 5 stars3 weeks ago
Thank you so much I had good time ,the space it’s so nice and clean 😍🔥
Top guest favourite
Home in Norwood
4.95 out of 5 average rating, 41 reviews

The Cozy Colonial - 4 BDRM house with parking

JoanneRating, 5 stars3 weeks ago
This was a lovely home, and Austin did a great job making us feel welcome and answering any questions immediately. The house had everything we needed for a week’s stay. Air conditioning worked really well and especially appreciated as it was hot for a few days. Location is great, walkable to town with great restaurants and a fantastic antique market nearby. Would definitely come back!
Guest favourite
Home in Roslindale
4.99 out of 5 average rating, 76 reviews

Upscale Boston 2 BR w/ Off Street Parking

LindaRating, 5 stars1 week ago
Pristine clean, great beds, comfortable, onsite parking, safe
Top guest favourite
Home in Hull
4.97 out of 5 average rating, 29 reviews

4 bd Ocean View, Dual Deck, Beach Front Retreat

DianaRating, 5 stars1 week ago
We had a fantastic stay at Sue’s place! She was incredibly responsive and attentive, clearly committed to making sure we had the best experience possible. The home itself is perfect—clean, comfortable, and thoughtfully set up—and the location couldn’t be better. Honestly, there’s nothing we’d change. We had a great time and would absolutely return. Highly recommend!
Top guest favourite
Home in Salem
5 out of 5 average rating, 14 reviews

Cottage-style home in Salem

MishondaRating, 5 stars7 months ago
Beautiful home and well located to explore. Rewan is an amazing host! Truly exceptional
Guest favourite
Home in Roslindale
4.89 out of 5 average rating, 28 reviews

Kailyn Apartment Boston, Massachusetts

AngelaRating, 5 stars3 days ago
Egla’s place was great for our overnight stay! Communication was excellent! It was very clean, quiet, and comfortable. We appreciated the provided snacks and beverages. Thanks for a great stay!
Top guest favourite
Home in Framingham
5 out of 5 average rating, 14 reviews

Very nice home close to Boston

LindaRating, 5 starstoday
The house was perfect. More space than needed for one person. The kitchen was beautifully updated. The mater bathroom looked like it was newly updated. Lots of space, double sinks. The shower had built in places for shampoos and body wash. The mattress in the master bedroom was amazing. The best nights sleep I have had in a long time. Private street was so quiet you could sleep like a log. Jeff checked in to make sure I got in ok and that everything was to my liking. Four Season service and comfort.

Quick stats about house rentals in Dedham

  • Total rentals

    70 properties

  • Total number of reviews

    3.3K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

Destinations to explore

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  2. United States
  3. Massachusetts
  4. Norfolk County
  5. Dedham
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