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Bridgewater Holiday Rentals

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50 rentals in Bridgewater.
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Quiet Modern Luxury Home w/  Memory Foam Beds, A/C, FAST WiFi and Full Kitchen, holiday rental in Bridgewater
Quiet Modern Luxury Home w/  Memory Foam Beds, A/C, FAST WiFi and Full Kitchen, holiday rental in Bridgewater
Quiet Modern Luxury Home w/  Memory Foam Beds, A/C, FAST WiFi and Full Kitchen, holiday rental in Bridgewater

Quiet Modern Luxury Home w/ Memory Foam Beds, A/C, FAST WiFi and Full Kitchen

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Artisan Farmhouse for Groups! - 7 Minutes to Killington Skyeship Gondola!, holiday rental in Bridgewater
Artisan Farmhouse for Groups! - 7 Minutes to Killington Skyeship Gondola!, holiday rental in Bridgewater
Artisan Farmhouse for Groups! - 7 Minutes to Killington Skyeship Gondola!, holiday rental in Bridgewater

Artisan Farmhouse for Groups! - 7 Minutes to Killington Skyeship Gondola!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 18
Match: Sleeps
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Killington Ski House - Luxury Ski Chalet W/ Hot Tub, holiday rental in Bridgewater
Killington Ski House - Luxury Ski Chalet W/ Hot Tub, holiday rental in Bridgewater
Killington Ski House - Luxury Ski Chalet W/ Hot Tub, holiday rental in Bridgewater

Killington Ski House - Luxury Ski Chalet W/ Hot Tub

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Inspired Design. Dramatic Landscape. 3500 Sq Ft. Renovated Farmhouse W/ Jacuzzi, holiday rental in Bridgewater
Inspired Design. Dramatic Landscape. 3500 Sq Ft. Renovated Farmhouse W/ Jacuzzi, holiday rental in Bridgewater
Inspired Design. Dramatic Landscape. 3500 Sq Ft. Renovated Farmhouse W/ Jacuzzi, holiday rental in Bridgewater

Inspired Design. Dramatic Landscape. 3500 Sq Ft. Renovated Farmhouse W/ Jacuzzi

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 28
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Picture-Perfect Vermont Mtn Cabin w/ Hot Tub!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 15
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Hakuna Matata - 10 Minutes to Killington Lifts, holiday rental in Bridgewater
Hakuna Matata - 10 Minutes to Killington Lifts, holiday rental in Bridgewater
Hakuna Matata - 10 Minutes to Killington Lifts, holiday rental in Bridgewater

Hakuna Matata - 10 Minutes to Killington Lifts

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen, holiday rental in Bridgewater
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen, holiday rental in Bridgewater
Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen, holiday rental in Bridgewater

Quiet Modern Luxury Home w/ Memory Foam Beds, FAST WiFi and Full Kitchen

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Farmhouse Rustic Lux on 10 acres w/ swimming pond, holiday rental in Bridgewater
Farmhouse Rustic Lux on 10 acres w/ swimming pond, holiday rental in Bridgewater
Farmhouse Rustic Lux on 10 acres w/ swimming pond, holiday rental in Bridgewater

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 22
Match: Sleeps
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Hakuna Matata, holiday rental in Bridgewater
Hakuna Matata, holiday rental in Bridgewater
Hakuna Matata, holiday rental in Bridgewater

Hakuna Matata

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above', holiday rental in Bridgewater
Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above', holiday rental in Bridgewater
Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above', holiday rental in Bridgewater

Perfect Design & Location for the VT Experience. 'Hope Upon, Up Above'

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Colonial-style solid-timber home in a quiet setting, holiday rental in Bridgewater
Colonial-style solid-timber home in a quiet setting, holiday rental in Bridgewater
Colonial-style solid-timber home in a quiet setting, holiday rental in Bridgewater

Colonial-style solid-timber home in a quiet setting

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunlit VT Country Home w/Hot Tub.  Ideal location near Woodstock village, holiday rental in Bridgewater
Sunlit VT Country Home w/Hot Tub.  Ideal location near Woodstock village, holiday rental in Bridgewater
Sunlit VT Country Home w/Hot Tub.  Ideal location near Woodstock village, holiday rental in Bridgewater

Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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IT'S FOLIAGE SEASON!, holiday rental in Bridgewater
IT'S FOLIAGE SEASON!, holiday rental in Bridgewater
IT'S FOLIAGE SEASON!, holiday rental in Bridgewater

IT'S FOLIAGE SEASON!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village, holiday rental in Bridgewater
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village, holiday rental in Bridgewater
Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village, holiday rental in Bridgewater

Falcon House: VT Modern Chalet w/Sauna on 60 Acres | Hiking | Bike to Village

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Four Season Family Estate Has It All!, holiday rental in Bridgewater
Woodstock Four Season Family Estate Has It All!, holiday rental in Bridgewater
Woodstock Four Season Family Estate Has It All!, holiday rental in Bridgewater

Woodstock Four Season Family Estate Has It All!

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Scenic South Woodstock, Vermont home, holiday rental in Bridgewater
Scenic South Woodstock, Vermont home, holiday rental in Bridgewater
Scenic South Woodstock, Vermont home, holiday rental in Bridgewater

Scenic South Woodstock, Vermont home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Woodstock Farmhouse Completely Updated Close to Town & Ski Areas, holiday rental in Bridgewater
Woodstock Farmhouse Completely Updated Close to Town & Ski Areas, holiday rental in Bridgewater
Woodstock Farmhouse Completely Updated Close to Town & Ski Areas, holiday rental in Bridgewater

Woodstock Farmhouse Completely Updated Close to Town & Ski Areas

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming and Chic Vacation Rental, holiday rental in Bridgewater
Charming and Chic Vacation Rental, holiday rental in Bridgewater
Charming and Chic Vacation Rental, holiday rental in Bridgewater

Charming and Chic Vacation Rental

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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New Delightful Cozy Space in Woodstock Village, holiday rental in Bridgewater
New Delightful Cozy Space in Woodstock Village, holiday rental in Bridgewater
New Delightful Cozy Space in Woodstock Village, holiday rental in Bridgewater

New Delightful Cozy Space in Woodstock Village

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Woodstock Village Carriage House, holiday rental in Bridgewater
Woodstock Village Carriage House, holiday rental in Bridgewater
Woodstock Village Carriage House, holiday rental in Bridgewater

Woodstock Village Carriage House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Dog Friendly Home in S. Woodstock, holiday rental in Bridgewater
Dog Friendly Home in S. Woodstock, holiday rental in Bridgewater
Dog Friendly Home in S. Woodstock, holiday rental in Bridgewater

Dog Friendly Home in S. Woodstock

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Historic Ski Lodge on 112-Acre Vineyard, holiday rental in Bridgewater
Historic Ski Lodge on 112-Acre Vineyard, holiday rental in Bridgewater
Historic Ski Lodge on 112-Acre Vineyard, holiday rental in Bridgewater

Historic Ski Lodge on 112-Acre Vineyard

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Cabin that brings people together, holiday rental in Bridgewater
The Cabin that brings people together, holiday rental in Bridgewater
The Cabin that brings people together, holiday rental in Bridgewater

The Cabin that brings people together

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 25
Match: Sleeps
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Beautiful and spacious condo w/ shared pool, lake access - close to skiing, holiday rental in Bridgewater
Beautiful and spacious condo w/ shared pool, lake access - close to skiing, holiday rental in Bridgewater
Beautiful and spacious condo w/ shared pool, lake access - close to skiing, holiday rental in Bridgewater

Beautiful and spacious condo w/ shared pool, lake access - close to skiing

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A charming 1820's farmhouse, ideally situated four miles from the Woodstock Gree, holiday rental in Bridgewater
A charming 1820's farmhouse, ideally situated four miles from the Woodstock Gree, holiday rental in Bridgewater
A charming 1820's farmhouse, ideally situated four miles from the Woodstock Gree, holiday rental in Bridgewater

A charming 1820's farmhouse, ideally situated four miles from the Woodstock Gree

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge, holiday rental in Bridgewater
Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge, holiday rental in Bridgewater
Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge, holiday rental in Bridgewater

Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular  Views At This Luxury Country Estate, Walking Distance To Town, holiday rental in Bridgewater
Spectacular  Views At This Luxury Country Estate, Walking Distance To Town, holiday rental in Bridgewater
Spectacular  Views At This Luxury Country Estate, Walking Distance To Town, holiday rental in Bridgewater

Spectacular Views At This Luxury Country Estate, Walking Distance To Town

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Large Historic Home w/6 Bedrooms and 6.5 baths-On River, w/ Hot Tub, holiday rental in Bridgewater
Large Historic Home w/6 Bedrooms and 6.5 baths-On River, w/ Hot Tub, holiday rental in Bridgewater
Large Historic Home w/6 Bedrooms and 6.5 baths-On River, w/ Hot Tub, holiday rental in Bridgewater

Large Historic Home w/6 Bedrooms and 6.5 baths-On River, w/ Hot Tub

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Private, peaceful home, holiday rental in Bridgewater
Private, peaceful home, holiday rental in Bridgewater
Private, peaceful home, holiday rental in Bridgewater

Private, peaceful home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Splendid 1920s Vermont Farmhouse, holiday rental in Bridgewater
Splendid 1920s Vermont Farmhouse, holiday rental in Bridgewater
Splendid 1920s Vermont Farmhouse, holiday rental in Bridgewater

Splendid 1920s Vermont Farmhouse

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater

109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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219/221 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater
219/221 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater
219/221 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater

219/221 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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119 Two Double bed Standard Hotel room, holiday rental in Bridgewater
119 Two Double bed Standard Hotel room, holiday rental in Bridgewater
119 Two Double bed Standard Hotel room, holiday rental in Bridgewater

119 Two Double bed Standard Hotel room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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101/102 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater
101/102 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater
101/102 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater

101/102 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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105/106 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater
105/106 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater
105/106 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool, holiday rental in Bridgewater

105/106 Deluxe Two Bedroom Suite on the 1st floor w/ outdoor heated pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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117 Two Double bed Standard Hotel room, holiday rental in Bridgewater
117 Two Double bed Standard Hotel room, holiday rental in Bridgewater
117 Two Double bed Standard Hotel room, holiday rental in Bridgewater

117 Two Double bed Standard Hotel room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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114/116 Deluxe one bedroom suite located on first floor w/outdoor heated pool, holiday rental in Bridgewater
114/116 Deluxe one bedroom suite located on first floor w/outdoor heated pool, holiday rental in Bridgewater
114/116 Deluxe one bedroom suite located on first floor w/outdoor heated pool, holiday rental in Bridgewater

114/116 Deluxe one bedroom suite located on first floor w/outdoor heated pool

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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215/217 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater
215/217 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater
215/217 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater

215/217 Deluxe one bedroom suite located on 2nd floor w/ outdoor heated pool

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Reading Farms Estate/ Vermont Luxury Rental, holiday rental in Bridgewater
Reading Farms Estate/ Vermont Luxury Rental, holiday rental in Bridgewater
Reading Farms Estate/ Vermont Luxury Rental, holiday rental in Bridgewater

Reading Farms Estate/ Vermont Luxury Rental

Holiday Rental House
15 bedrooms
12 bathrooms
Sleeps 46
Match: Sleeps
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Havenwood, a beautiful private, gated estate in Woodstock, Vermont, holiday rental in Bridgewater
Havenwood, a beautiful private, gated estate in Woodstock, Vermont, holiday rental in Bridgewater
Havenwood, a beautiful private, gated estate in Woodstock, Vermont, holiday rental in Bridgewater

Havenwood, a beautiful private, gated estate in Woodstock, Vermont

Holiday Rental House
7 bedrooms
8 bathrooms
Sleeps 14
Match: Sleeps
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121 Efficiency with Sleeper Sofa only, holiday rental in Bridgewater
121 Efficiency with Sleeper Sofa only, holiday rental in Bridgewater
121 Efficiency with Sleeper Sofa only, holiday rental in Bridgewater

121 Efficiency with Sleeper Sofa only

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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207 Queen Studio on the 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater
207 Queen Studio on the 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater
207 Queen Studio on the 2nd floor w/ outdoor heated pool, holiday rental in Bridgewater

207 Queen Studio on the 2nd floor w/ outdoor heated pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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118/120 Deluxe 1 bedroom suite located on first floor w/ outdoor heated pool, holiday rental in Bridgewater
118/120 Deluxe 1 bedroom suite located on first floor w/ outdoor heated pool, holiday rental in Bridgewater
118/120 Deluxe 1 bedroom suite located on first floor w/ outdoor heated pool, holiday rental in Bridgewater

118/120 Deluxe 1 bedroom suite located on first floor w/ outdoor heated pool

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - The Perch, holiday rental in Bridgewater
Tentrr Signature Site - The Perch, holiday rental in Bridgewater
Tentrr Signature Site - The Perch, holiday rental in Bridgewater

Tentrr Signature Site - The Perch

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Ledges in Bridgewater 6 Bedroom Home with Outdoor Hot Tub 15 min to Killington

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Romantic Guest House Hideaway, holiday rental in Bridgewater
Romantic Guest House Hideaway, holiday rental in Bridgewater
Romantic Guest House Hideaway, holiday rental in Bridgewater

Romantic Guest House Hideaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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118 Two Double bed Standard Hotel room, holiday rental in Bridgewater
118 Two Double bed Standard Hotel room, holiday rental in Bridgewater
118 Two Double bed Standard Hotel room, holiday rental in Bridgewater

118 Two Double bed Standard Hotel room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Contemporary Townhouse, holiday rental in Bridgewater
Contemporary Townhouse, holiday rental in Bridgewater
Contemporary Townhouse, holiday rental in Bridgewater

Contemporary Townhouse

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private, peaceful home, holiday rental in Bridgewater
Private, peaceful home, holiday rental in Bridgewater
Private, peaceful home, holiday rental in Bridgewater

Private, peaceful home

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Dog friendly chalet 12 minutes from killington skieship gondola!, holiday rental in Bridgewater
Dog friendly chalet 12 minutes from killington skieship gondola!, holiday rental in Bridgewater
Dog friendly chalet 12 minutes from killington skieship gondola!, holiday rental in Bridgewater

Dog friendly chalet 12 minutes from killington skieship gondola!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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