Vacation rentals in Dedham

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Dedham

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guest suite in Boston

4.96 out of 5 average rating, 202 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A truly unique master bedroom and a cozy 2nd bedroom both adjacent to a marble spa bathroom (which has a heated floor and a large shower with a built in bench). With a clean, glass-tiled kitchen with granite-top counters, you'll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood perfect for romantic couples, solo adventurers, and savvy business travelers who want the feel of a downtown hotel without the high price.

Mar 5 – 12

€ 159 per night

Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 102 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

Mar 12 – 19

€ 101 per night

Guest favorite

Guest suite in Wellesley

4.98 out of 5 average rating, 211 reviews

Spacious Private Entrance Master Bedroom/Bath

Private entrance master bedroom w/exclusive use of attached master bathroom. Studio apartment-like room w/private exterior staircase entrance. Walk to Wellesley College, town center, commuter rail, restaurants, stores, Whole Foods. Short drive to Babson. Sizable room, tasteful decor, king bed, sitting area, microwave, fridge (no TV). High-speed wifi, deck, situated amongst the treetops. Safe suburban neighborhood. Walk/jog trails, tennis courts, walk to spa/gym/yoga w/reasonable day fees.

Feb 8 – 15

€ 164 per night

Guest favorite

Apartment in Newton

4.91 out of 5 average rating, 265 reviews

Conveniently Located Private Garden Apartment

Garden-level apartment next to a public park yet convenient to Newton Centre, Chestnut Hill, and public transportation. Easy to take in all the Boston area attractions. Sleep late in a comfy bedroom with blackout shades, relax in front of the 55" HDTV, whip up a quick meal in the kitchenette, or sit on the patio and enjoy the outdoors. Come and go as you please with a private entry. Great for quick visits or extended stays. Please note: Construction next door can be loud during the day.

Jun 13 – 20

€ 183 per night

Guest favorite

Apartment in Dedham

4.95 out of 5 average rating, 153 reviews

Two bedrooms, full bathroom, and breakfast room

We offer the entire second floor of our home: two bedrooms, each with a queen-size bed, a full bathroom, and a well-stocked breakfast / snack room. We are located literally seconds off Rt. 128 / I-95, in a quiet, secluded area. Our deck, gardens and grounds (which include a pond, birdfeeders, and, perhaps, wildlife sightings) are available for your enjoyment. You will have complete privacy in your quarters, but we will be close at hand should you need advice or service. Gretje and Bob

Jul 4 – 11

€ 241 per night

Guest favorite

Guest suite in Dover

4.98 out of 5 average rating, 182 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stairs climbing required to reach bedroom suite.) I welcome quiet, mature guests. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling, and surprisingly close to downtown Boston. I have owned and loved this home for 33 years and take great joy in its charm and outdoor spaces.

Mar 5 – 12

€ 157 per night

Superhost

Apartment in Dedham

4.9 out of 5 average rating, 110 reviews

Prince Charming Suite *near Boston* sleeps 4-5

As you approach this non-smoking property, you will have access to on site parking. Within a few steps, you will arrive at the front door of the building. After entering and proceeding up one flight of stairs, you will find yourself at your home away from home. This private setting is nestled among single family homes. Once inside the unit, you will notice it has been professionally decorated with brand new furniture in a contemporary style for today's modern traveler.

Sep 1 – 8

€ 198 per night

Guest favorite

Home in Dedham

4.98 out of 5 average rating, 182 reviews

Cozy, historic 3 bedroom home close to Boston!

Welcome to our cozy home, just 1.5 miles from Boston's transit. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Pets and families are warmly welcomed.

Dec 19 – 26

€ 395 per night

Guest favorite

Guest suite in Brookline

4.87 out of 5 average rating, 183 reviews

Brookline Home with a Garden

Our home is located in a peaceful neighborhood in South Brookline (Chestnut Hill), and is 5 miles from the city of Boston (about a 15 minute drive). The nearest MBTA train stop (the orange line) is about a 5 minute drive from our home. The 1 bedroom apartment is in the basement of our single family home. It is equipped with its own entrance, bathroom, kitchenette, porch, and garden. The apartment has space for up to 3 guests.

Aug 12 – 19

€ 163 per night

Guest favorite

Apartment in Randolph

4.88 out of 5 average rating, 283 reviews

1 Bedroom basement apartment

Apartment is in a basement of a one family house with a separate entrance and parking. Includes a private kitchen , bathroom and living room. located in Randolph Ma South of Boston,6 minutes to public transportation reachable only by car since you can only get there by taking the highway. We recommend our guests to rent a car or use uber. Closest train station is Quincy Adams Train Station, beaches , ski area

Oct 1 – 8

€ 139 per night

Guest favorite

Guesthouse in Framingham

4.97 out of 5 average rating, 199 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Mar 23 – 30

€ 129 per night

Guest favorite

Apartment in Natick

4.98 out of 5 average rating, 331 reviews

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles. EV charging available.

Sep 8 – 15

€ 141 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Dedham vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Dedham's top sights

Legacy Place62 locals recommend

Dedham Mall5 locals recommend

Showcase Cinema de Lux Legacy Place11 locals recommend

Legal C Bar8 locals recommend

50's Diner3 locals recommend

Pleasant Cafe14 locals recommend

Other great vacation rentals in Dedham

Guest favorite

Guest suite in Sharon

4.97 out of 5 average rating, 143 reviews

Cozy Lakeview Guesthouse

Jan 11 – 18

€ 195 per night

Guest favorite

Guest suite in Boston

4.91 out of 5 average rating, 196 reviews

Cozy Private Garden Studio near the Heart of JP

Oct 2 – 9

€ 126 per night

Guest favorite

Guest suite in Newton

4.97 out of 5 average rating, 555 reviews

Spacious suite with private entrance, parking spot

Oct 3 – 10

€ 149 per night

Guest favorite

Home in Framingham

4.89 out of 5 average rating, 246 reviews

1BR—Bright & Cozy 2-Level Home — 25 Min to Boston

May 1 – 8

€ 171 per night

Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Mar 13 – 20

€ 140 per night

Guest favorite

Loft in Natick

4.99 out of 5 average rating, 174 reviews

Lakeside Studio Loft

Mar 26 – Apr 2

€ 158 per night

Guest favorite

Guest suite in Sherborn

4.97 out of 5 average rating, 239 reviews

Entire Historic Carriage House with Fireplace & AC

Jun 6 – 13

€ 185 per night

Guest favorite

Guest suite in Arlington

4.92 out of 5 average rating, 196 reviews

Modern and comfortable studio apartment

Nov 3 – 10

€ 125 per night

Show all

Quick stats about vacation rentals in Dedham

Total rentals
110 properties
Wifi availability
110 properties include access to wifi
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
5.8K reviews

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Dedham?
Experience the best of Dedham with our apartment rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Where should I stay in Dedham?
Make yourself at home in Dedham by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in Greenlodge, over 2,000 vacation rentals in Metropolitan Hill - Beach Street, and over 260 vacation rentals in East Dedham.
Do house rentals in Dedham have free parking?
Absolutely! We offer over 50 house rentals with free parking in Dedham. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Dedham?
Yes! Work meets play with ease at over 70 vacation rentals in Dedham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Dedham?
Dedham has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Apartment Rentals in Dedham?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 30 homes with wifi, over 20 homes with air conditioning, over 30 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do apartment rentals in Dedham have a kitchen?
Absolutely! We offer over 30 apartment rentals with a kitchen in Dedham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Dedham have air conditioning?
Absolutely! We offer over 50 house rentals with air conditioning in Dedham. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Dedham?
Four-legged friends are welcome in Dedham. Choose from more than 10 vacation rentals for guests traveling with pets.
Do apartment rentals in Dedham have wifi?
Absolutely! We offer over 30 apartment rentals with wifi in Dedham. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Dedham

Top-rated vacation rentals in Dedham

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Dedham vacation rentals

Stay near Dedham's top sights

Other great vacation rentals in Dedham

Guest suite in Sharon

Guest suite in Boston

Guest suite in Newton

Home in Framingham

Apartment in Waltham

Loft in Natick

Guest suite in Sherborn

Guest suite in Arlington

Quick stats about vacation rentals in Dedham

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

How much does it cost to stay in apartment rentals in Dedham?

Where should I stay in Dedham?

Do house rentals in Dedham have free parking?

Are there vacation rentals with a dedicated workspace in Dedham?

Are there family-friendly vacation rentals in Dedham?

What are the most popular amenities for Apartment Rentals in Dedham?

Do apartment rentals in Dedham have a kitchen?

Do house rentals in Dedham have air conditioning?

Are there pet-friendly vacation rentals in Dedham?

Do apartment rentals in Dedham have wifi?

Destinations to explore