Santiago Spain - Vacation Rentals in Boston

Serenity Cottage From US $197
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Restored Home Near Downtown Thomasville From US $244
         

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10.0 (3 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
QUAIL COTTAGE - 2 Bed home 4 blocks from downtown Thomasville From US $224
         

10.0 (140 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hoodwood bed and breakfast From US $312
         

10.0 (67 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Newly Renovated - Thomasville Getaway - Large Fenced Backyard From US $159
         

10.0 (57 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Boston

Over 163+ Luxury Places to Stay in or Near Boston
BuckHaven Countryside Retreat with Fishing Pond From US $511
         

The Mash Manor From US $436
         

9.2 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Southern Charm Pool Home Large Fenced-In Yard From US $372
         

Cottage 229 - Downtown Thomasville From US $367
         

New
House
  • Air Conditioner
  • Parking
  • Security/Safety
Stunning Waterfront Retreat Spacious 4Br2Ba Home From US $359
         

Modern Home Near Downtown Thomasville From US $341
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Boston

Over 24+ Top-Rated Vacation Rentals with a Pool in or Near Boston
Southern Charm Home: Pool + Fireplace + Large Yard From US $273
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Courtyard by Marriott Thomasville Downtown From US $198
         

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9.4 (271 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Courtyard by Marriott Thomasville Downtown From US $185
         

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9.2 (98 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Hampton Inn Thomasville From US $117
         

9.0 (679 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Best Western Plus Rose City Conference Center Inn From US $110
         

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9.0 (206 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Home2 Suites By Hilton Thomasville From US $159
         

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9.0 (74 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Home2 Suites By Hilton Thomasville From US $140
         

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9.0 (50 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Hampton Inn Thomasville From US $120
         

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8.5 (208 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Boston

Over 62+ Pet-Friendly Vacation Rentals in or Near Boston
Walk to Broad St: Central Thomasville Condo From US $158
         

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10.0 (2 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Cozy Thomasville Cottage - Walk to Downtown! From US $197
         

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10.0 (1 Review)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Mimosa Cottage - Near Downtown Thomasville From US $309
         

10.0 (19 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Home Sweet Home From US $177
         

10.0 (19 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Walk to Broad St! Family Home in Historic District From US $272
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Mimosa Stay Cottage - Thomasville Close to all the Charm From US $166
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Boston on PetFriendly.io

Large Vacation Homes & Villas in Boston

Over 2+ Large Vacation Homes & Villas in or Near Boston
Thomasville Bed and Breakfast From US $199
         

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9.4 (46 Reviews)
Bed & Breakfast
  • Parking
  • Security/Safety
  • Internet
Econo Lodge Thomasville From US $65
         

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6.1 (136 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Boston

Over 10+ Wheelchair Accessible Vacation Homes in or Near Boston
Remodeled Thomasville Home with Charcoal Grill! From US $117
         

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9.3 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Baymont by Wyndham Thomasville From US $71
         

7.4 (871 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
The Red Hills Hideaway From US $100
         

3.0 (1 Review)
House
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Holiday Inn Express and Suites Thomasville by IHG From US $131
         

8.4 (227 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Quality Inn & Suites Conference Center From US $76
         

6.4 (406 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Western Motel, Thomasville From US $78
         

8.2 (224 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Rose Garden Inn & Suites Thomasville From US $140
         

7.4 (551 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Baymont by Wyndham Thomasville From US $73
         

7.0 (166 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Boston Vacation Rentals and Airbnb Places to Stay Under $200

Over 68+ Boston Vacation Rentals and Airbnb Places to Stay Under $200
Restored Home Near Downtown Thomasville From US $196
         

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9.9 (16 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Charming Thomasville Getaway: Walk to Downtown! From US $188
         

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New
Cottage
  • Air Conditioner
  • Parking
  • Security/Safety
The Roost - Downtown Thomasville From US $172
         

10.0 (25 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Security/Safety
Thomasville Cottage: Walk to Historic Downtown! From US $194
         

Rosedale's Southern Charm Cottage From US $184
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Walk to Broad St: Central Thomasville Condo From US $200
         

9.8 (23 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Boston

Over 62+ Instantly Bookable Vacation Homes in or Near Boston
Cottage 229 - Downtown Historic Thomasville Getaway From US $286
         

Magnolia Bloom From US $242
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Charming Thomasville Getaway: Walk to Downtown! From US $202
         

Bella's Charming Cottage in historic Thomasville, GA From US $219
         

Southern Charm at Peacock Point From US $204
         

10.0 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Dog friendly nature preserve Monticello, FL From US $217
         

About Boston Vacation Rentals

With more than 172 Boston vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Santiagospain and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Boston.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Santiagospain Boston, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Boston. Places to stay near Boston are 768.29 ft² on average, with prices averaging US $205 a night.

Santiagospain makes it easy and safe to find and compare vacation rentals in Boston with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Boston

Type Count
Vacation Homes 114
Hotels 22
Cottages 19
Holiday Apartments 8
Others 4
B&B 2
Cabin Rentals 1

Use these Quick Filters to Find a Vacation Rental in Boston

Pro Tip: Santiagospain makes it easy to compare the best listings on Santiagospain homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Santiagospain homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Boston.

Weather in Boston

View the weather forecast for Boston before booking your Boston Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Boston Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Boston?
How many vacation rentals are available in Boston?

Currently, the total number of properties listed in 2026 is over 172 in the Boston area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Boston.