
Holiday rentals with outdoor seating in Dedham
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Top-rated Holiday Houses with Outdoor Seating in Dedham
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
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Popular amenities for Dedham outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Tiny house experience steps from the water!
Dean's place was amazing! I felt at peace and felt like I was really in the middle of nature. Quiet and very cozy place! I will be back again! Dean is very friendly and communication is quick and easy!

Elegant Guest suite Wellesley
We had a great stay. This home has all the comforts of home and is conveniently located. The host is wonderful and gracious and communicates back almost instantly with answers to questions. The shower was fantastic and the espresso maker and pods were better than ours at home. Linens and everything about this home feels upscale and luxurious. There's a little traffic noise during the day but the high quality windows keep it pretty quiet and it's quiet at night. Lots of great shops and restaurants nearby and easy easy to get everywhere. So green and pretty too. We really enjoyed our stay.

Chic and Cozy Family Retreat Close to Boston
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!

the house of id; vintage shop, accessible space
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!

Stone Cottage with meadow view
Lauren was an excellent host! Cottage is absolutely beautiful! Felt right at home , she was very responsive and very helpful. This place has all the amenities, perfectly located for everything we had planned .

All New Private Country Setting (2 Level-No Share)
We had a great stay in this beautiful retreat in the woods in beautiful Holliston. We were 4 adults and 1 teenager and there was plenty of space. The home was furnished with comfortable furniture, there was a lovely patio and lawn area with a very functional gas grill. All shops are nearby and we had a blast at a nearby pub filled with sports memorabilia (we were going to a Red Sox game). The home was spotless with anything you could possibly need-including a small cooler for a pic ice. Communicating was almost instantaneous with the hosts. We highly recommend this home for a stay.

The Nest | A peaceful retreat in the city
Pema and Jonathan are wonderful hosts. This was our second stay at The Nest and we were able to really take advantage of the deck overlooking their beautiful garden and the city beyond, for morning coffee and afternoon snacks. Their place is very spacious and charming. It's walking distance to stores, restaurants and the Gilman Square T-stop. For trips further afield, it's great to have a designated, off-street parking spot right by the entrance to the unit, with motion sensor lights for nighttime arrivals. The kitchen is fully equipped and the bed is very comfortable, with reading lights on both sides of the bed. Highly recommend.

Newly renovated, spacious, clean, 3 bedroom home.
What a wonderful house for our vacation. Very clean, kitchen well stocked, comfortable living room and bedrooms. Everything we could have asked for and more.
Apartment rentals with outdoor seating

Your Cozy 1 BR Apt & Relaxing Retreat
Beautiful accommodations. Very comfy. Love the hot tub. Woburn ( pronounced WooBun lol ) is such a cute little hamlet. Good restaurants in walking distance. Strongly recommend Arancini’s. “Wicked” close to Boston. If needing to come back to the area I will seek out this again !!

Light-Filled Luxury Apartment with View
Wonderful one of a kind studio in a very old beautiful house. Plenty of room, lots of light, modern appliances. I enjoyed every minute of it.

3rd FL Apt for 1-4 Guests 15 minutes from Boston
Dave was helpful and responsive as a host the entire time.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
Impeccably clean! Wonderful linens and towels. Roomie space inside, perfect for several people. Modern bathrooms and kitchen.

Cozy JP Studio-Great Location!
The place is a small apartment in an old house but fully-furnished, clean, and well-kept. We didn't cook or used the kitchen much, but everything we needed worked fine. Kristina takes care of the place personally, which we liked, and she was very helpful with suggestions when we needed her advice. We also liked the area. Great for a short stay!

1 Bedroom basement apartment
Spotless, well stocked, and responsive host! The linens, towels, floors, furniture, and kitchen were all very clean and made for a comfortable stay. The kitchen was fully stocked with pans and utensils. Instructions for finding the place and checking in were easy and clear. We had a great stay!

1bd Boston apt - Convenient & quiet
Great to stay at for a weekend or week stay. Everything needed within walking distance, no rental car needed. Bus stop is very close and commuter rail is close also. Target and village market also within walking distance. Hosts responded to any questions very fast. Unit is accommodating for baby. Pack and play and high chair available. Would definitely stay here again.

Charming 1 BR private entrance apt commuters dream
What a gem of a spot. Cozy, thoughtfully put together, super-clean and comfortable. Great shower, comfortable bed, and well equipped. Domingo’s place is great and he is a warm, friendly host. Just book it.
Condo rentals with outdoor seating

A Cozy 3 Bedroom Home Close To Boston & Parking
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!

Family Home + Near Downtown + Cool Backyard!
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.

Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
Everything about the stay was excellent! Very welcoming, clean and comfortable. Everything was as described and really appreciated the attention to comfort and hospitality including the snack basket, chocolate, various coffees, and waters in the fridge. Great, quiet location within walking distance to grocery stores, coffee shops, Mass Ave., and across the river from BU. Hoping it's available the next time I visit.

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA
Reda was so wonderful with us!! Extremely communicative and friendly, the apartment is exactly like the pictures and so much better in person. My family & I had a great time in Boston but the apartment was definitely a big highlight. I recommend this place 10/10🩵

Spacious Dorchester Retreat | 2-bdrm condo
We very much liked staying there. It is a nice neighborhood and very close to South Bay shopping mall with many restaurants and easy and convenient shopping. It is also very close to all major attractions in Boston but much quieter environment. Our host, Marian was extremely helpful, proactive and super responsive, the best we have had so far in our trips. I strongly recommend this place to families.

🏡🏡🤩😍 Beautiful apartment perfect location.💎💜
Host was responsive and helpful, instructions were clear. The apartment was clean and very nice, we enjoyed eating dinner on the porch. It was easy to drive to downtown Providence and Gillette Stadium. It was easy to get to and a lot of space for parking (we all arrived mostly separately and there was space to park all 3 cars). Also, we were all very impressed by the shower and the water pressure lol. A great location and great Airbnb!! I would def recommend this spot and would come back! 😊

Spacious 5BR Condo w/parking near METRO
Love, love, love this home. We were in town for our son’s Harvard graduation. You enjoy sweeping top two floors of a classic old house (almost mansion) but freshly painted and classic. Great kitchen, separate dining room we used to set up post graduation reception that opened into lovely living room. Chill open back porch to hang out in the fresh air. Super friendly diverse neighborhood where we actually made friends, including Jason at a nearby high-end wine and liquor store and the crew at Brasica (deserves a Michelin star). But the rock star foundation of this AirBnb is the downstairs tenant, Ryan. Such a kind, friendly, funny, responsive person. He must be visiting Jamaica Plains from another planet astronomers call AWESOME. I am blessed with a gorgeous beach villa on a remote cove in Baja Sur, Mexico. I’d host Ryan and his partner for free he was such a great help. Yes, I will stay again.

Boston Rooftop Retreat
Chandra is an amazing host; she was very responsive and helpful when we were looking for something to do on our rainy last day. She also supplied umbrellas, which we could not have done without! The place is even cuter in person; it's updated and has a cozy vibe and a nice record player with a good album selection and lots of cool art made by Chandra! My favorite is the Mr. T sculpture! The keypads on the inside and outside building doors are very convenient and simpler to use than having to carry a key. Nice newer shower and comfortable bed. Large kitchen, comfy couch, and just a cute, interestingly decorated apartment. The rooftop patio is so nice...it's got a grill and 360 views. I wish the weather had been nicer so we could have hung out there more. Not really close to many bars or restaurants, but an easy walk to the train station or the bike rentals and a 30-minute (ish) walk to the Fenway Park area. I would stay there again; it felt like home.
Quick stats about holiday rentals with outdoor seating in Dedham
Total rentals
40 properties
Nightly prices starting at
$67 NZD before taxes and fees
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
30 properties have a dedicated workspace
Destinations to explore
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Sandwich Glass Museum
- Good Harbor Beach
- Prudential Center
- Roger Williams Park Zoo
- MIT Museum
- Museum of Fine Arts, Boston
- Oakland Beach
- Quincy Market
- Bunker Hill Monument