Airbnb, Vacation Rentals in Oakham, MA

Compare 218 available, short term vacation home properties, starts from $36

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Airbnb, Best Cheap Vacation Bed And Breakfast & House Rental Deals near Oakham, MA

Residence Inn Boston Marlborough
Residence Inn Boston Marlborough
Residence Inn Boston Marlborough
Residence Inn Boston Marlborough
9.0 (99 reviews)
Residence Inn Boston Marlborough
Hotel · 2 Guests · 1 Bedroom
$133 /night
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Motel 6-Leominster, MA
Motel 6-Leominster, MA
Motel 6-Leominster, MA
Motel 6-Leominster, MA
7.5 (240 reviews)
Motel 6-Leominster, MA
Hotel · 2 Guests · 1 Bedroom
$78 /night
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Cozy 2-Floor Private Suite with Garage Access
Cozy 2-Floor Private Suite with Garage Access
Cozy 2-Floor Private Suite with Garage Access
Cozy 2-Floor Private Suite with Garage Access
9.4 (3 reviews)
Cozy 2-Floor Private Suite with Garage Access
Holiday home · 2 Guests · 1 Bedroom
$80 /night*
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Hampton Inn Auburn
Hampton Inn Auburn
Hampton Inn Auburn
Hampton Inn Auburn
8.8 (302 reviews)
Hampton Inn Auburn
Hotel · 2 Guests · 1 Bedroom
$145 /night
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Doubletree by Hilton, Leominster
Doubletree by Hilton, Leominster
Doubletree by Hilton, Leominster
Doubletree by Hilton, Leominster
8.4 (334 reviews)
Doubletree by Hilton, Leominster
Hotel · 2 Guests · 1 Bedroom
$155 /night
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Courtyard Boston Marlborough
Courtyard Boston Marlborough
Courtyard Boston Marlborough
Courtyard Boston Marlborough
8.7 (145 reviews)
Courtyard Boston Marlborough
Hotel · 2 Guests · 1 Bedroom
$140 /night
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Hampton Inn Boston / Marlborough
Hampton Inn Boston / Marlborough
Hampton Inn Boston / Marlborough
Hampton Inn Boston / Marlborough
8.6 (1040 reviews)
Hampton Inn Boston / Marlborough
Hotel · 2 Guests · 1 Bedroom
$118 /night
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Econo Lodge Sturbridge Route 20
Econo Lodge Sturbridge Route 20
Econo Lodge Sturbridge Route 20
Econo Lodge Sturbridge Route 20
6.8 (721 reviews)
Econo Lodge Sturbridge Route 20
Motel · 2 Guests · 1 Bedroom
$75 /night
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Extended Stay America Suites - Boston - Westborough - Computer Dr
Extended Stay America Suites - Boston - Westborough - Computer Dr
Extended Stay America Suites - Boston - Westborough - Computer Dr
Extended Stay America Suites - Boston - Westborough - Computer Dr
6.3 (157 reviews)
Extended Stay America Suites - Boston - Westborough - Computer Dr
Hotel · 2 Guests · 1 Bedroom
$93 /night
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Holiday Inn Express Hotel & Suites Auburn, an IHG Hotel
Holiday Inn Express Hotel & Suites Auburn, an IHG Hotel
Holiday Inn Express Hotel & Suites Auburn, an IHG Hotel
Holiday Inn Express Hotel & Suites Auburn, an IHG Hotel
8.2 (471 reviews)
Holiday Inn Express Hotel & Suites Auburn, an IHG Hotel
Hotel · 2 Guests · 1 Bedroom
$148 /night
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Fairfield Inn & Suites by Marriott Boston Marlborough/Apex Center
Fairfield Inn & Suites by Marriott Boston Marlborough/Apex Center
Fairfield Inn & Suites by Marriott Boston Marlborough/Apex Center
Fairfield Inn & Suites by Marriott Boston Marlborough/Apex Center
9.1 (196 reviews)
Fairfield Inn & Suites by Marriott Boston Marlborough/Apex Center
Hotel · 2 Guests · 1 Bedroom
$149 /night
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DoubleTree by Hilton Boston/Westborough
DoubleTree by Hilton Boston/Westborough
DoubleTree by Hilton Boston/Westborough
DoubleTree by Hilton Boston/Westborough
8.5 (210 reviews)
DoubleTree by Hilton Boston/Westborough
Hotel · 2 Guests · 1 Bedroom
$116 /night
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Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
10 (1 review)
Copley’s Guest House on Lake Monomonac
Holiday home · 2 Guests · 1 Bedroom
$158 /night*
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Sonesta ES Suites Boston Westborough
Sonesta ES Suites Boston Westborough
Sonesta ES Suites Boston Westborough
Sonesta ES Suites Boston Westborough
8.2 (403 reviews)
Sonesta ES Suites Boston Westborough
Hotel · 2 Guests · 1 Bedroom
$127 /night
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Hamilton Inn Sturbridge
Hamilton Inn Sturbridge
Hamilton Inn Sturbridge
Hamilton Inn Sturbridge
6.7 (113 reviews)
Hamilton Inn Sturbridge
Hotel · 2 Guests · 1 Bedroom
$55 /night
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Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
8.6 (586 reviews)
Publick House Historic Inn and Country Motor Lodge
Hotel · 2 Guests · 1 Bedroom
$189 /night
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Trainmasters Inn
Trainmasters Inn
Trainmasters Inn
Trainmasters Inn
9.7 (99 reviews)
Trainmasters Inn
Inn · 2 Guests · 1 Bedroom
$128 /night
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Extended Stay America Suites - Boston - Marlborough
Extended Stay America Suites - Boston - Marlborough
Extended Stay America Suites - Boston - Marlborough
Extended Stay America Suites - Boston - Marlborough
Extended Stay America Suites - Boston - Marlborough
Hotel · 2 Guests · 1 Bedroom
$92 /night
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Southbridge Hotel and Conference Center
Southbridge Hotel and Conference Center
Southbridge Hotel and Conference Center
Southbridge Hotel and Conference Center
8.9 (456 reviews)
Southbridge Hotel and Conference Center
Hotel · 2 Guests · 1 Bedroom
$149 /night
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One Bedroom Fully Furnished Apartment
One Bedroom Fully Furnished Apartment
One Bedroom Fully Furnished Apartment
One Bedroom Fully Furnished Apartment
9.6 (6 reviews)
One Bedroom Fully Furnished Apartment
Apartment · 2 Guests · 1 Bedroom
$171 /night*
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Vacation Destinations Near Oakham, MA

Airbnb, Vacation Bed And Breakfast with Air Conditioning in Oakham, MA

Duplex
Duplex
Duplex
Duplex
Air Conditioning
Duplex
Homestay · 2 Guests · 1 Bedroom
$900 /night
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Cozy Lake Cottage
Cozy Lake Cottage
Cozy Lake Cottage
Cozy Lake Cottage
Air Conditioning
Cozy Lake Cottage
Apartment · 2 Guests · 1 Bedroom
$450 /night
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Sturbridge Country Inn
Sturbridge Country Inn
Sturbridge Country Inn
Sturbridge Country Inn
Air Conditioning
5.2 (126 reviews)
Sturbridge Country Inn
Guest house · 2 Guests · 1 Bedroom
$382 /night
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What Are The Top Amenities at Oakham, MA?
Best Amenities in Oakham, MA
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The above reveals the top rental amenities and the property numbers associated with each of them in Oakham. In Oakham, 107 rentals offer No Smoking, 103 rentals offer Internet or Wifi, 92 rentals offer Air Conditioning. So, if you need No Smoking during your vacation, use the No Smoking filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Most Typical in Oakham, MA Area?
Vacation Bed And Breakfast & House Rental Price Information in Oakham, MA
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The graph shows the percentages of vacation homes in each price bucket. Oakham has the largest percentage (57.28%) of homes in $50 - $100 price range.
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$500 +
$500 +
Which Accommodations Should I Pick in Oakham, MA?
Best Accommodation Types in Oakham, MA
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Before visiting Oakham, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: Bed And Breakfast, House, Apartment, Cottage, Estate, Condo, Townhome, Chateau / Country House, Cabin. Bed And Breakfast is the most-liked rental type, with the largest percentage of 43.12%. The biggest home in this area available for rent is around 8000 square feet.The least popular accommodation in Oakham is Cabin rentals
How Many Accommodations Are Pets Allowed in Oakham, MA?
Pets Allowed vs Not Allowed in Oakham, MA
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16.51% of vacation homes in Oakham are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Must-Visit Trails in Oakham, MA?
Top Trails In Oakham, MA
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The most visited trails here in Oakham are: Midstate Trail Northbound Day- Tafts Corner to Browning Pond, Rock House Reservation Trail, Midstate Trail: Browning Pond to Barre Falls, Midstate Trail: East Hill Road, Barre Falls Dam Trail, Wachusett Greenways-Rail Trail, Eames Pond, Midstate Trail Northbound- Barr Falls to Wachusett Meadows, Midstate Trail: Barre Falls Dam to Rutland, Midstate Trail: Princeton Station to Mantyranta.
Any RV Campgrounds in Oakham, MA?
Campgrounds Recommendations In Oakham, MA
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For campgrounds in Oakham, here are our recommendations: Northampton / Springfield KOA, Erving State Forest Campground, Mineral Springs Family Campground, Chamberlain Lake Campground, Circle CG Farm Campground, Cross Winds Family Campground, Echo Lake Campground, Pearl Hill Campground, Charlie Brown Campground, Hide-A-Way-Cove Family Campground.
How Many Airports in Oakham, MA?
Suggested Airports in Oakham, MA
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Here are the airports that located near Oakham:

Airbnb, Vacation Bed And Breakfast with Hot Tub in Oakham, MA

Sturbridge Country Inn
Sturbridge Country Inn
Sturbridge Country Inn
Sturbridge Country Inn
Hot Tub
5.2 (126 reviews)
Sturbridge Country Inn
Guest house · 2 Guests · 1 Bedroom
$382 /night
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Duplex
Duplex
Duplex
Duplex
Hot Tub
Duplex
Homestay · 2 Guests · 1 Bedroom
$900 /night
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Airbnb, Vacation House with Fireplace in Oakham, MA

Private Sturbridge Lake House w/ HotTub
Private Sturbridge Lake House w/ HotTub
Private Sturbridge Lake House w/ HotTub
Private Sturbridge Lake House w/ HotTub
Fireplace
10 (1 review)
Private Sturbridge Lake House w/ HotTub
Holiday home · 2 Guests · 1 Bedroom
$700 /night*
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Comfort and Convenience! 2 Pleasant Units, Kitchenette, Free Parking, Pool
Comfort and Convenience! 2 Pleasant Units, Kitchenette, Free Parking, Pool
Comfort and Convenience! 2 Pleasant Units, Kitchenette, Free Parking, Pool
Comfort and Convenience! 2 Pleasant Units, Kitchenette, Free Parking, Pool
Fireplace
Comfort and Convenience! 2 Pleasant Units, Kitchenette, Free Parking, Pool
Holiday home · 2 Guests · 1 Bedroom
$451 /night*
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Your Own Private Luxury Resort - Sturbridge/Brimfield, MA
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA
Fireplace
10 (20 reviews)
Your Own Private Luxury Resort - Sturbridge/Brimfield, MA
Holiday home · 2 Guests · 1 Bedroom
$1,225 /night*
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Airbnb, Vacation House with Full Kitchen in Oakham, MA

Peaceful Riverview Family Size Home with Waterfront Backyard
Peaceful Riverview Family Size Home with Waterfront Backyard
Peaceful Riverview Family Size Home with Waterfront Backyard
Peaceful Riverview Family Size Home with Waterfront Backyard
Full Kitchen
8.0 (8 reviews)
Peaceful Riverview Family Size Home with Waterfront Backyard
Holiday home · 2 Guests · 1 Bedroom
$150 /night*
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Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Copley's Lakefront Cottage on Lake Monomonac
Full Kitchen
10 (5 reviews)
Copley's Lakefront Cottage on Lake Monomonac
Cottage · 2 Guests · 1 Bedroom
$630 /night*
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Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
Copley’s Guest House on Lake Monomonac
Full Kitchen
10 (1 review)
Copley’s Guest House on Lake Monomonac
Holiday home · 2 Guests · 1 Bedroom
$158 /night*
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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