Short-Term Rentals in Oak Square, MA: Compare 10+ Sites & Save

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  4.  Massachusetts

  5.  Boston
  6.  Oak Square

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2295 Best Short-Term Rentals in Oak Square (Starting from $71)

Well-Lit Bedroom near Transit and Charles River
Well-Lit Bedroom near Transit and Charles River
Apartment
Boston, MA, USA
0.2k from Oak Square center

Security/Safety, Air Conditioner, Internet, Child Friendly

2 Bedrooms10 Guests
New to Booking
$1890
Average price / night
Check Availability
super convenient  3-bedroom 2-bath house with Backyard in Boston
super convenient 3-bedroom 2-bath house with Backyard in Boston
House
Boston, MA, 02135, United States
0.2k from Oak Square center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
New to Booking
$263
Average price / night
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Cozy Up in 5BR Apt Near Charming Oak Square
Cozy Up in 5BR Apt Near Charming Oak Square
Apartment
Boston, MA, USA
0.2k from Oak Square center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Self-catering

5 Bedrooms6 Guests
7.1

Good

39 reviews

$152
Average price / night
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Cozy 2-bedroom apartment in lovely Boston with WiFi, AC
Cozy 2-bedroom apartment in lovely Boston with WiFi, AC
Apartment
Boston, MA, 02135, United States
0.3k from Oak Square center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$227
Average price / night
Check Availability
Brighton Apartment Sleeps 3 - Steps to Bus Line
Brighton Apartment Sleeps 3 - Steps to Bus Line
Apartment
Boston, MA, USA
0.9k from Oak Square center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering

1 Bedroom4 Guests
8.6

Fabulous

15 reviews

$167
Average price / night
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Modern 2-Bedroom in-law Apartment in Boston  with Parking
Modern 2-Bedroom in-law Apartment in Boston with Parking
House
Boston, MA, 02135, United States
0.5k from Oak Square center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$331
Average price / night
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2 bedroom condo close to Boston and Cambridge with free parkings
2 bedroom condo close to Boston and Cambridge with free parkings
Apartment
Boston, MA, USA
1.0k from Oak Square center

Apartments, Cheap, Accommodations, Parking, Lodgings, Places to stay, Self-catering, Condos

2 Bedrooms4 Guests
9.1

Superb

12 reviews

$157
Average price / night
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Historic house renovated for modern convenience
Historic house renovated for modern convenience
House
Boston, MA, 02135, United States
0.6k from Oak Square center

AC, Arcade, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms12 Guests
9.8

Exceptional

137 reviews

$429
Average price / night
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Sunny Private Bedroom #5
Sunny Private Bedroom #5
House
Boston, MA, USA
1.1k from Oak Square center

Security/Safety, Balcony/Terrace, Fireplace/Heating, Air Conditioner, Internet, Parking, View

1 Bedroom2 Guests
8.0

Good

6 reviews

$71
Average price / night
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Charming 3-bedroom house with WiFi and AC in fantastic Boston
Charming 3-bedroom house with WiFi and AC in fantastic Boston
House
Boston, MA, 02135, United States
0.7k from Oak Square center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$211
Average price / night
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Private Cozy Room #6
Private Cozy Room #6
House
Boston, MA, USA
1.1k from Oak Square center

Parking, Security/Safety

1 Bedroom2 Guests
7.3

Good

4 reviews

$106
Average price / night
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2 bedroom condo close to Boston and Cambridge with free parking
2 bedroom condo close to Boston and Cambridge with free parking
Apartment
Boston, MA, 02135, United States
0.7k from Oak Square center

AC, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking, Toys

2 Bedrooms4 Guests
9.8

Exceptional

16 reviews

$456
Average price / night
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Private Large Bedroom #7
Private Large Bedroom #7
House
Boston, MA, USA
1.1k from Oak Square center

Parking, Security/Safety

1 Bedroom2 Guests
New to Booking
$106
Average price / night
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Bright and Airy newly renovated, 2 bedroom apartment with office!
Bright and Airy newly renovated, 2 bedroom apartment with office!
Apartment
Boston, MA, 02135, United States
1.0k from Oak Square center

AC, Crib, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
9.6

Exceptional

5 reviews

$375
Average price / night
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Brighton 1BR w WD Gym nr T Shops Dining BOS-435
Brighton 1BR w WD Gym nr T Shops Dining BOS-435
Apartment
Boston, MA, USA
1.3k from Oak Square center

Apartments, Accommodations, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$191
Average price / night
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Clean, Spacious and Located Steps Away From the MBTA!
Clean, Spacious and Located Steps Away From the MBTA!
Apartment
Boston, MA, 02135, United States
1.0k from Oak Square center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
10.0

Exceptional

26 reviews

$402
Average price / night
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Brighton Studio w WD Gym nr T Shops Dining BOS-432
Brighton Studio w WD Gym nr T Shops Dining BOS-432
Apartment
Boston, MA, USA
1.3k from Oak Square center

Wellness Facilities, Internet, Pet Friendly, Air Conditioner, Entertainment, Security/Safety, Guest Services

1 Bedroom2 Guests
New to Booking
$122
Average price / night
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Tranquil 2-bedroom 2 bath condo in charming Boston
Tranquil 2-bedroom 2 bath condo in charming Boston
Condo
Boston, MA, 02135, United States
1.2k from Oak Square center

AC, Dryer, Fireplace, Heater, Laundry, Microwave, No Smoking, Washer

2 Bedrooms4 Guests
New to Booking
$274
Average price / night
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Renovated, Spacious Studio, Near Bc, Bu, Porch
Renovated, Spacious Studio, Near Bc, Bu, Porch
Apartment
Oak Square, Boston, Massachusetts, USA
1.3k from Oak Square center

Apartments, Accommodations, Pet-friendly, 3-star, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$107
Average price / night
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Renovated Brighton Boston Condo w/ Parking close to BU/BC/Harvard
Renovated Brighton Boston Condo w/ Parking close to BU/BC/Harvard
Condo
Boston, MA, 02135, United States
1.2k from Oak Square center

Internet, No Smoking

2 Bedrooms4 Guests
9.6

Exceptional

9 reviews

$491
Average price / night
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Luxury 2bedroom-king size bed
Luxury 2bedroom-king size bed
Apartment
Oak Square, Boston, Massachusetts, USA
1.3k from Oak Square center

Pool, Parking, Internet, Kitchen, Air Conditioner, Child Friendly

2 Bedrooms4 Guests
New to Booking
$850
Average price / night
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Premium Burlington Jr 1BR w/ Gym & W/D, nr Dining & Shops, by Blueground
Premium Burlington Jr 1BR w/ Gym & W/D, nr Dining & Shops, by Blueground
Apartment
Boston, MA, 02135, United States
1.3k from Oak Square center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$106
Average price / night
Check Availability
Hip Brighton Jr 1BR w/ Gym & In-Unit W/D, on the River, by Blueground
Hip Brighton Jr 1BR w/ Gym & In-Unit W/D, on the River, by Blueground
Apartment
Boston, MA, 02135, United States
1.3k from Oak Square center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$108
Average price / night
Check Availability
Ideal Brighton Jr 1BR w/ Gym & Laundry, on the River, by Blueground
Ideal Brighton Jr 1BR w/ Gym & Laundry, on the River, by Blueground
Apartment
Boston, MA, 02135, United States
1.3k from Oak Square center

AC, Barbecue, Dryer, Elevator, Fitness Equipment, Heater, Internet, Kitchen, Laundry

1 Bedroom2 Guests
New to Booking
$183
Average price / night
Check Availability
Divine Gym, Pool, Concierge & Doorman, by Blueground
Divine Gym, Pool, Concierge & Doorman, by Blueground
Apartment
Boston, MA, 02135, United States
1.3k from Oak Square center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$201
Average price / night
Check Availability
Blueground | St. Elizabeth's, fitness center, nr Boston Common
Blueground | St. Elizabeth's, fitness center, nr Boston Common
Apartment
Boston, MA, 02135, United States
1.3k from Oak Square center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
New to Booking
$194
Average price / night
Check Availability
Blueground | St. Elizabeth's, pool, nr Boston Common
Blueground | St. Elizabeth's, pool, nr Boston Common
Apartment
Boston, MA, 02135, United States
1.3k from Oak Square center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Living Area

1 Bedroom2 Guests
New to Booking
$184
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Oak Square.

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Oak Square Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 2295 verified short-term rentals in Oak Square, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Oak Square vary depending on location, property size, and travel dates. Rates typically start from around $71 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Oak Square include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Oak Square, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Oak Square often include amenities such as Fireplace/Heating, Wellness Facilities, and Laundry, providing a comfortable and convenient stay.

Short-term rentals in Oak Square are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.