Historic Dedham Square Holiday Rentals

      Highly Rated

Apartment

Contemporary Style And Comfort Convenient To Boston And Route 128

• Boston
• ·
• Dedham
• 0.56 mi to center

10.0

Exceptional

(72 Reviews)

1 Bedroom 1 Bath 2 Guests 600 ft²

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£77/Night 7 Nights - £540

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Apartment

A New 3 bedroom 4 beds 2 Bath, Apt 3

• Boston
• ·
• Hyde Park
• 0.51 mi to center

10.0

Exceptional

(1 Review)

3 Bedrooms 2 Baths 7 Guests 1496.18 ft²

• 
  Internet
• 
  Child Friendly
• 
  Security/Safety

£337/Night 7 Nights - £2,356

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      Price Dropped

Hotel

Residence Inn Boston Dedham

• Boston
• ·
• Dedham
• 1.31 mi to center

8.4

Excellent

(562 Reviews)

1 Bath

• 
  Breakfast
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

£126/Night 7 Nights - £879

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Apartment

Cozy Private Garden Suite near Gillette Stadium,Boston/BBQ/Parking/Walk to Train

• Boston
• ·
• Westwood
• 1.64 mi to center

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 4 Guests

• 
  Parking
• 
  Air Conditioner
• 
  Internet
• 
  Laundry

£168/Night 7 Nights - £1,173

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Apartment

Comfy & Chic Apartment for 2026 World Cup FREE PARKING

• Boston
• ·
• West Roxbury
• 0.68 mi to center

10.0

Exceptional

(1 Review)

3 Bedrooms 1 Bath 6 Guests 1097.92 ft²

• 
  Parking
• 
  View
• 
  Air Conditioner
• 
  Internet

£177/Night 7 Nights - £1,242

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Hotel

Hilton Boston/Dedham

• Boston
• ·
• Dedham
• 1.51 mi to center

7.6

Very Good

(1139 Reviews)

1 Bath

• 
  Breakfast
• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen

£113/Night 7 Nights - £792

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Apartment

Perfectly Located & Comfy Suite - Summer Best !

• Boston
• ·
• Westwood
• 1.97 mi to center

9.8

Exceptional

(9 Reviews)

1 Bedroom 1 Bath 4 Guests 900 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£172/Night 7 Nights - £1,202

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House

Boston Single Family House - 19' Train to Back Bay

• Boston
• ·
• West Roxbury
• 0.48 mi to center

9.7

Exceptional

(8 Reviews)

5 Bedrooms 4 Baths 12 Guests 2604.87 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Air Conditioner

£658/Night 7 Nights - £4,608

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      Price Dropped

Hotel

Comfort Inn - Dedham-Boston MetroWest

• Boston
• ·
• Dedham
• 1.26 mi to center

7.4

Very Good

(1002 Reviews)

1 Bath

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£112/Night 7 Nights - £781

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House

Easy access! 1br, 5 min walk to T train, easy access to Highway

• Massachusetts
• ·
• Readville
• 2.24 mi to center

9.2

Exceptional

(16 Reviews)

1 Bedroom 1 Bath 4 Guests 600 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£166/Night 7 Nights - £1,164

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      Highly Rated

Apartment

Unique & Peaceful Boston Home, Ideal for 2026 World Cup Visitor, Free Parking

• Boston
• ·
• West Roxbury
• 0.68 mi to center

9.2

Exceptional

(91 Reviews)

2 Bedrooms 1 Bath 5 Guests 947.22 ft²

• 
  Parking
• 
  View
• 
  Air Conditioner
• 
  Internet

£204/Night 7 Nights - £1,428

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Apartment

Cozy 2-bedroom apartment in charming Dedham - Legacy Mall with WiFi

• Boston
• ·
• Dedham
• 1.08 mi to center

9.2

Exceptional

(11 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Internet
• 
  Pet Friendly
• 
  Laundry
• 
  Bedding/Linens

£198/Night 7 Nights - £1,387

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Apartment

Cozy Boston Getaway Apartment Perfect for 2026 World Cup Visit, Free Parking

• Boston
• ·
• West Roxbury
• 0.68 mi to center

9.1

Exceptional

(57 Reviews)

1 Bedroom 1 Bath 3 Guests 118.4 ft²

• 
  Parking
• 
  View
• 
  Air Conditioner
• 
  Internet

£180/Night 7 Nights - £1,257

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      Highly Rated

Apartment

Hidden Gem Near Boston w/2 bedrooms and huge family and activity room space

• Massachusetts
• ·
• Readville
• 1.30 mi to center

9.0

Exceptional

(68 Reviews)

2 Bedrooms 1 Bath 6 Guests 1300 ft²

• 
  Parking
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

£186/Night 7 Nights - £1,300

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Apartment

Cozy 1-bedroom apartment in Dedham, a hop skip away from Boston

• Boston
• ·
• Dedham
• 1.00 mi to center

8.0

Excellent

(1 Review)

1 Bedroom 1 Bath 5 Guests 500 ft²

• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly
• 
  Bedding/Linens

£137/Night 7 Nights - £962

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Apartment

Terrific 2 bedroom apartment in Dedham

• Massachusetts
• ·
• Readville
• 1.30 mi to center

2 Bedrooms 1 Bath 6 Guests

• 
  Internet
• 
  Laundry
• 
  Bedding/Linens
• 
  Wellness Facilities

£242/Night 7 Nights - £1,696

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Apartment

Comfortable 2-BR Apt, Eat-In Kitchen & Parking, Quiet Location+Train to Boston

• Boston
• ·
• Dedham
• 0.65 mi to center

2 Bedrooms 1 Bath 4 Guests 900 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Internet

£191/Night 7 Nights - £1,334

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Apartment

Cozy 2-bedroom apartment in charming Boston with WiFi, AC. Commuter train

• Boston
• ·
• Hyde Park
• 1.12 mi to center

10.0

Exceptional

(26 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£248/Night 7 Nights - £1,733

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Apartment

BOSTON-PRIVATE SUITE, WITH PRIVATE BATHROOM- WALK TO TRAIN & BUSES

• Boston
• ·
• West Roxbury
• 0.06 mi to center

10.0

Exceptional

(5 Reviews)

1 Bedroom 1 Bath 1 Guest 700 ft²

• 
  Oceanfront
• 
  Hot Tub
• 
  Parking
• 
  Ocean View

£127/Night 7 Nights - £887

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Condo

Quiet Comfort in Boston - Large 2 Bed Condo

• Boston
• ·
• Metropolitan Hill - Beech Street
• 0.41 mi to center

10.0

Exceptional

(5 Reviews)

2 Bedrooms 1 Bath 5 Guests 1000 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£125/Night 7 Nights - £876

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Apartment

Small In-law apartment

• Boston
• ·
• West Roxbury
• 0.85 mi to center

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 2 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£72/Night 7 Nights - £502

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Apartment

Charming Victorian Furnished Home

• Boston
• ·
• Hyde Park
• 0.23 mi to center

9.8

Exceptional

(16 Reviews)

2 Bedrooms 2 Baths 7 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£287/Night 7 Nights - £2,007

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Apartment

Boston Cozy studio Apt. near Train&Buses ,Parking included

• Boston
• ·
• West Roxbury
• 0.06 mi to center

9.8

Exceptional

(7 Reviews)

1 Bedroom 1 Bath 1 Guest

• 
  Parking
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

£160/Night 7 Nights - £1,119

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Apartment

Boston’s Best! Free parking! 2 Bdrm apt with backyard, patio and parking

• Boston
• ·
• West Street - River Street
• 0.44 mi to center

8.4

Excellent

(53 Reviews)

2 Bedrooms 1 Bath 4 Guests

• 
  Oceanfront
• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace

£350/Night 7 Nights - £2,450

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