House holiday rentals in Dedham

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Popular amenities for Dedham house rentals

House rentals with a pool

Guest favourite
Home in North Andover
4.93 out of 5 average rating, 153 reviews

Nana-tucket Inn

JeremyRating, 5 stars5 months ago
We had an absolutely wonderful experience staying at this Airbnb! The home was impeccably clean, cozy, and well-stocked with everything we could possibly need. The host's attention to detail was evident in every corner, from the kids' toys to the thoughtful touches like snacks, coffee, and local guidebooks. The location was perfect—peaceful and quiet but still close to shops and restaurants. I especially loved relaxing in front of the fire and enjoying the serene surroundings. The host was incredibly responsive and went above and beyond to ensure our stay was seamless, offering great tips about the area and checking in (without being intrusive). I highly recommend this spot to anyone visiting North Andover or the greater Boston area.
Top Guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 13 reviews

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

ChristopherRating, 5 stars2 weeks ago
Everything was as listed and very responsive and great host. The property was in a very nice and in a great town. We enjoyed our time there.
Guest favourite
Home in Hopkinton
4.95 out of 5 average rating, 153 reviews

Hopkinton Mass 3+ Bedrooms - Great location!

RenaeRating, 5 stars2 weeks 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, 98 reviews

Courtyard Garden | Pool | BBQ+Fire Tbl | Fireplace

AyannaRating, 5 stars6 months ago
booked this charming property in Worcester as a convenient spot to visit my son, who attends college nearby, and for family weekend at Boston University, where my daughter just started school. Hotels in Boston were priced from $600 to $1,200 per night, so finding this home was ideal. I brought along my elderly mother, who is in the early stages of Alzheimer’s, and I was hoping for a place that would feel like a true home—a space where we could spend quality time together in the evenings and early mornings. This home exceeded our expectations. The description was spot on, and the space was everything we needed and more. I especially enjoyed sitting outside by the fireplace each morning for my prayers and reflections. The rooms were fantastic, and watching our football game on Sunday night on the "big screen wall" was a highlight. Many thanks to the hosts for providing such a welcoming and memorable place for our family.
Top Guest favourite
Home in Buzzards Bay
5 out of 5 average rating, 27 reviews

Cape House with Pool by Canal

SamanthaRating, 5 stars8 months ago
This home was great for our family. The pool and backyard are beautiful, and the house was clean and welcoming. There are a lot of activities in the area. I would stay here again!
Superhost
Home in Canton
4.87 out of 5 average rating, 23 reviews

Hidden Gem near Boston w/ Private lake access

ShannonRating, 5 stars6 months ago
The property was stunning and impeccably clean, matching the description perfectly. We had a wonderful time and enjoyed the convenient location with a trail to see horses and access to the lake. The host was incredibly accommodating, and we are looking forward to returning with our family. One suggestion for improvement would be to provide garage access to the house for elderly guests who may have difficulty with stairs, as the pathway, although beautiful, was quite lengthy for my elderly parents. Nonetheless, we all had a fantastic time. Thank you.
Guest favourite
Home in Barrington
4.98 out of 5 average rating, 45 reviews

Barrington Oasis: Waterview with an Inground Pool!

BridgetteRating, 5 stars8 months ago
Amy's place is spacious, with lots of different spaces to hang out and relax--from the pool to living room, sitting area, basement, game room, and nice outdoor space. The neighborhood was quiet and great for little kids, and Amy made sure to leave little touches for us when we arrived. Biggest downside were the beds, but if you like a softer/plusher mattress then even that would be great.
Top Guest favourite
Home in Scituate
4.98 out of 5 average rating, 130 reviews

Artist studio in the woods

JehudiRating, 5 stars6 days ago
Great place to stay and George is honestly such a great guy for sharing such a beautiful space with everyone who has stayed with him. Thank you George, you’re the best

Weekly house rentals

Top Guest favourite
Home in Salem
4.97 out of 5 average rating, 104 reviews

Sunny Salem Condo: Quiet, convenient & parking.

DennisRating, 5 stars6 months ago
My family and I had a great time. The stay was great. Felt like home. Very cozy feeling.
Guest favourite
Home in South Weymouth
4.93 out of 5 average rating, 118 reviews

Entire House Near South Shore Hospital/Whole Foods

ChloeRating, 5 stars1 month ago
My groups stayed at Trang’s home for 2 night and our stay was perfect. The home was exactly as pictured in the listing and was very clean and spacious. Check-in instructions were straight forward and easy to understand. Would definitely stay again in the future if we ever find ourselves in the area.
Guest favourite
Home in Lexington
4.92 out of 5 average rating, 119 reviews

Mid-Century Modern in Historic Lexington

MichaelRating, 5 stars1 month ago
Great place for our coaches to meet up and sleep after a full day of coaching in Boston area. Very comfortable space. Highly recommend this home.
Top Guest favourite
Home in Wrentham
4.88 out of 5 average rating, 105 reviews

Backyard Oasis with Hot Tub

AndresRating, 5 stars2 months ago
A wonderful place that felt even larger than in the pictures, surrounded by beautiful scenery, offering complete privacy, and the perfect touch of a delicious hot tub experience under a snowy night.
Guest favourite
Home in Shrewsbury
4.91 out of 5 average rating, 151 reviews

Scenic House on Hilltop

BarbaraRating, 5 stars1 week ago
We come to this large house to Quilt and knit twice a year. On a nice day the back deck is a great place to sit and enjoy the trees and view. It's a comfortable place to be.
Guest favourite
Home in Dorchester
4.96 out of 5 average rating, 114 reviews

LargeDuplex10Beds w/prkg near Downton

RyanRating, 5 stars1 month ago
Fatima's place was welcoming, clean, and well-equipped. She was extremely accommodating and helpful. I enjoyed the amount of space we had for a large group. The transit nearby was down but they still had busses to accommodate. Definitely an amazing value for what we paid. I'd definitely recommend it for a bachelor party or any large group outing. We couldn't have had a better time!
Superhost
Home in Woburn
4.88 out of 5 average rating, 136 reviews

Large 4Bed 2Bath Clean Alternative to Hotel Living

AshleeRating, 5 stars2 weeks ago
The apartment was as listed, and very clean, with all the amenities we needed to stay there. It was centrally located to all the areas we went to. The directions to get in were very clear. Dev was very responsive when I contacted him and it was overall a great stay.
Guest favourite
Home in Framingham
4.97 out of 5 average rating, 145 reviews

2BR—Charming 1900s Home—1st Floor—25min to Boston

NathanRating, 5 stars6 months ago
Amazing price and amazing place to spend Halloween! Great places to eat and adventure around! The house was peaceful but had very friendly atmosphere with the neighbors. If I could have Andrea be the host for every air bnb I would be greatful knowing I have someone that's reliable and great with communication. She will treat you right and has great recommendations!

Private house rentals

Guest favourite
Home in Worcester
4.77 out of 5 average rating, 198 reviews

Quaint 2 bedroom spacious home with old charm.

DioneRating, 5 stars2 days ago
The house was as described. It was spacious and homey feeling. The beds were comfy, as well as the furniture. Great place and great neighbors, too. Super convenient. We’d definitely stay again and be return guests.
Top Guest favourite
Home in Tewksbury
4.98 out of 5 average rating, 54 reviews

Tewksbury, MA --5 night minimum stay--4 beds, 2.5 baths, quiet street, 5 min drive to shops

MaureenRating, 5 stars4 months ago
Lauren’s house was the perfect place to stay for Christmas. It had everything we could possibly need and the garage was so convenient. I appreciated the night lights throughout the house. I felt very much at home and would highly recommend staying at Lauren’s!
Guest favourite
Home in Reading
4.95 out of 5 average rating, 61 reviews

Charming Home in Reading with a Large Yard

T.J.Rating, 5 stars3 weeks ago
We thoroughly enjoyed our stay. The location was wonderful and the hosts were extremely easy to work with
Top Guest favourite
Home in Providence
4.97 out of 5 average rating, 128 reviews

Charming 3 br apartment/East side

RayaRating, 5 stars3 weeks ago
Pat is a Superhost Extraordinaire! Felt at home in charming and comfortable house. Fully equipped kitchen with snacks too! The space is super clean with towels galore. Pat has thought of everything and more .... Cannot ask for a more thoughtful and generous host! The location is walkable to Brown University and parking is convenient on premises. There is even an outdoor space to relax (weather permitting). Wifi worked great. Thank you for making our stay in Providence so enjoyable!
Guest favourite
Home in Southborough
4.87 out of 5 average rating, 165 reviews

Luxury Living at its Best in X-Large 8 Beds Estate

KateRating, 5 stars3 months ago
We had a wonderful 2 day work retreat!! Plenty of space for work colleagues to spread out but many options for us to be together! It was wonderful!
Top Guest favourite
Home in Swampscott
5 out of 5 average rating, 22 reviews

The House by the Sea

AngelicaRating, 5 stars6 months ago
This was the PERFECT place for my family’s girls trip to Salem. It was only a 12 minute drive into town. The house is breathtaking!!! The pictures do not do it any justice. Everything is spotless and very welcoming. The private beach is a 3 minute walk up the road. The neighborhood is very peaceful and the neighbors were also very friendly. Tracy was an amazing host!!! 10/10 recommendation.
Guest favourite
Home in Scituate
5 out of 5 average rating, 11 reviews

Oceanfront Getaway: Private Beach and Porch Dining

KimRating, 5 stars4 months ago
Our stay at the house was everything we hoped for and more. We stayed over Christmas vacation, which is not a typical time of year to stay in this coastal community, and we loved it! We greatly appreciated the quiet peaceful surrounding of the ocean and the beautiful homes all decorated for the season. Walking on the beach, with the crisp air and sound of the waves, priceless. The home was clean, comfortable and relaxing, the fireplace adding to that special holiday feel. We were able to utilize the space the home had, with beautiful views of the marsh, as we were able to meet with old friends, and share a dinner together. Our contact, Jim, was readily available for any questions or concerns we may have had, quickly answering his phone or responding to text. We left, feeling like renting this home, was the best decision we could have made. I highly recommend this home and ITrip Boston.
Superhost
Home in Marshfield
4.86 out of 5 average rating, 14 reviews

"The Fieldstone Beach House"

JenniferRating, 5 stars7 months ago
Nice place with everything we needed in it. Andreas was super great. We went in a fishing charter and he let us borrow a cooler for our trip. The showers were amazing. The outside sitting area with a fire pit was one of the greatest features. We are a cooking family and although there were two cooking areas to stay together and cook it was a tight fit. What we got for the price was a really good deal.

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

  • Wi-Fi availability

    70 properties include access to Wi-Fi

Destinations to explore

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  5. Dedham
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