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Jacksonville Vacation Rentals

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Bedrooms

Bathrooms

Amenities

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Distinctive Features

Distance from

5 mi
50 rentals in Jacksonville.
Bright three-level home with water views, jetted tub, firepit, and pool table, vacation rental in Jacksonville
Bright three-level home with water views, jetted tub, firepit, and pool table, vacation rental in Jacksonville
Bright three-level home with water views, jetted tub, firepit, and pool table, vacation rental in Jacksonville

Bright three-level home with water views, jetted tub, firepit, and pool table

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! Jacksonville Cabin w/ Wraparound Deck & Views, vacation rental in Jacksonville
NEW! Jacksonville Cabin w/ Wraparound Deck & Views, vacation rental in Jacksonville
NEW! Jacksonville Cabin w/ Wraparound Deck & Views, vacation rental in Jacksonville

NEW! Jacksonville Cabin w/ Wraparound Deck & Views

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The following properties within 20 miles of Jacksonville match all your filters:
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, vacation rental in Jacksonville
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, vacation rental in Jacksonville
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, vacation rental in Jacksonville

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Rental Home
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome, vacation rental in Jacksonville
The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome, vacation rental in Jacksonville
The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome, vacation rental in Jacksonville

The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, vacation rental in Jacksonville
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, vacation rental in Jacksonville
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included, vacation rental in Jacksonville

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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This is it! Stunning Vermont Views w/ 25 Acres to Explore.  It's Almost Heaven!, vacation rental in Jacksonville
This is it! Stunning Vermont Views w/ 25 Acres to Explore.  It's Almost Heaven!, vacation rental in Jacksonville
This is it! Stunning Vermont Views w/ 25 Acres to Explore.  It's Almost Heaven!, vacation rental in Jacksonville

This is it! Stunning Vermont Views w/ 25 Acres to Explore. It's Almost Heaven!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy, Lake Access!, vacation rental in Jacksonville
Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy, Lake Access!, vacation rental in Jacksonville
Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy, Lake Access!, vacation rental in Jacksonville

Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy, Lake Access!

Rental Home
10 bedrooms
8 bathrooms
Sleeps 28
Match: Sleeps
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Spacious 5-Bdrm A-Frame. Walk to Lake Raponda. Wooded Setting. Ski Mount Snow!, vacation rental in Jacksonville
Spacious 5-Bdrm A-Frame. Walk to Lake Raponda. Wooded Setting. Ski Mount Snow!, vacation rental in Jacksonville
Spacious 5-Bdrm A-Frame. Walk to Lake Raponda. Wooded Setting. Ski Mount Snow!, vacation rental in Jacksonville

Spacious 5-Bdrm A-Frame. Walk to Lake Raponda. Wooded Setting. Ski Mount Snow!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Secluded dog-friendly home with wood-burning fireplace, WiFi & forest views, vacation rental in Jacksonville
Secluded dog-friendly home with wood-burning fireplace, WiFi & forest views, vacation rental in Jacksonville
Secluded dog-friendly home with wood-burning fireplace, WiFi & forest views, vacation rental in Jacksonville

Secluded dog-friendly home with wood-burning fireplace, WiFi & forest views

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating, vacation rental in Jacksonville
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating, vacation rental in Jacksonville
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating, vacation rental in Jacksonville

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Rental Home
8 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Lakefront House with Stunning Views and Great Room, vacation rental in Jacksonville
Lakefront House with Stunning Views and Great Room, vacation rental in Jacksonville
Lakefront House with Stunning Views and Great Room, vacation rental in Jacksonville

Lakefront House with Stunning Views and Great Room

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Modern A-Frame in Southern Vermont, vacation rental in Jacksonville
Beautiful Modern A-Frame in Southern Vermont, vacation rental in Jacksonville
Beautiful Modern A-Frame in Southern Vermont, vacation rental in Jacksonville

Beautiful Modern A-Frame in Southern Vermont

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow, vacation rental in Jacksonville
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow, vacation rental in Jacksonville
Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow, vacation rental in Jacksonville

Beautiful Lakefront Log Cabin 15 Minutes from Mount Snow

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Vermont Lake Front Log Cabin Close to Mt. Snow, vacation rental in Jacksonville
Vermont Lake Front Log Cabin Close to Mt. Snow, vacation rental in Jacksonville
Vermont Lake Front Log Cabin Close to Mt. Snow, vacation rental in Jacksonville

Vermont Lake Front Log Cabin Close to Mt. Snow

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Cozy Southern Vermont Home w/ On-Site Trails, vacation rental in Jacksonville
Cozy Southern Vermont Home w/ On-Site Trails, vacation rental in Jacksonville
Cozy Southern Vermont Home w/ On-Site Trails, vacation rental in Jacksonville

Cozy Southern Vermont Home w/ On-Site Trails

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Pines Cabin | New Tiny Home Near Mt Snow!, vacation rental in Jacksonville
The Pines Cabin | New Tiny Home Near Mt Snow!, vacation rental in Jacksonville
The Pines Cabin | New Tiny Home Near Mt Snow!, vacation rental in Jacksonville

The Pines Cabin | New Tiny Home Near Mt Snow!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Welcoming brand new 3 bed chalet on hilltop with Mountain View’s, vacation rental in Jacksonville
Welcoming brand new 3 bed chalet on hilltop with Mountain View’s, vacation rental in Jacksonville
Welcoming brand new 3 bed chalet on hilltop with Mountain View’s, vacation rental in Jacksonville

Welcoming brand new 3 bed chalet on hilltop with Mountain View’s

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Peaceful Cabin in the Woods and near the mountains, vacation rental in Jacksonville
Peaceful Cabin in the Woods and near the mountains, vacation rental in Jacksonville
Peaceful Cabin in the Woods and near the mountains, vacation rental in Jacksonville

Peaceful Cabin in the Woods and near the mountains

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Mt. Snow/Lake Raponda, vacation rental in Jacksonville
Mt. Snow/Lake Raponda, vacation rental in Jacksonville
Mt. Snow/Lake Raponda, vacation rental in Jacksonville

Mt. Snow/Lake Raponda

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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The Landing, vacation rental in Jacksonville
The Landing, vacation rental in Jacksonville
The Landing, vacation rental in Jacksonville

The Landing

Rental Home
3 bedrooms
1 bathroom
Sleeps 9
Match: Sleeps
More info
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Sadawga Springs Retreat, vacation rental in Jacksonville
Sadawga Springs Retreat, vacation rental in Jacksonville
Sadawga Springs Retreat, vacation rental in Jacksonville

Sadawga Springs Retreat

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Sadawga Springs Retreat, vacation rental in Jacksonville
Sadawga Springs Retreat, vacation rental in Jacksonville
Sadawga Springs Retreat, vacation rental in Jacksonville

Sadawga Springs Retreat

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Historic Home, Centrally Located w/ Mtn Views!, vacation rental in Jacksonville
Historic Home, Centrally Located w/ Mtn Views!, vacation rental in Jacksonville
Historic Home, Centrally Located w/ Mtn Views!, vacation rental in Jacksonville

Historic Home, Centrally Located w/ Mtn Views!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Secluded Mountain Chalet, vacation rental in Jacksonville
Secluded Mountain Chalet, vacation rental in Jacksonville
Secluded Mountain Chalet, vacation rental in Jacksonville

Secluded Mountain Chalet

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cozy log cabin 20 minutes from Mount Snow, vacation rental in Jacksonville
Cozy log cabin 20 minutes from Mount Snow, vacation rental in Jacksonville
Cozy log cabin 20 minutes from Mount Snow, vacation rental in Jacksonville

Cozy log cabin 20 minutes from Mount Snow

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist, vacation rental in Jacksonville
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist, vacation rental in Jacksonville
Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist, vacation rental in Jacksonville

Mountain Views•Summer Sunsets•Private Hiking Tail•Gameroom•Minimalist

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse, vacation rental in Jacksonville
Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse, vacation rental in Jacksonville
Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse, vacation rental in Jacksonville

Art + Play Area, Crib, 11 Acres Fields + Forest Historic Farmhouse

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt., vacation rental in Jacksonville
Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt., vacation rental in Jacksonville
Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt., vacation rental in Jacksonville

Spacious/Elegant 3 level house on Spruce Lake- swim or fish, short drive to Mt.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Hundred year old farmhouse made comfortable for all seasons, vacation rental in Jacksonville
Hundred year old farmhouse made comfortable for all seasons, vacation rental in Jacksonville
Hundred year old farmhouse made comfortable for all seasons, vacation rental in Jacksonville

Hundred year old farmhouse made comfortable for all seasons

Rental Home
4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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New Lakefront Log Home, vacation rental in Jacksonville
New Lakefront Log Home, vacation rental in Jacksonville
New Lakefront Log Home, vacation rental in Jacksonville

New Lakefront Log Home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
More info
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Spacious, � and kid-friendly, fastest wifi! Giant playset, fire pit, and games!, vacation rental in Jacksonville
Spacious, � and kid-friendly, fastest wifi! Giant playset, fire pit, and games!, vacation rental in Jacksonville
Spacious, � and kid-friendly, fastest wifi! Giant playset, fire pit, and games!, vacation rental in Jacksonville

Spacious, � and kid-friendly, fastest wifi! Giant playset, fire pit, and games!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
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'John's Farmhouse in Mount Snow' on 120 Acres!, vacation rental in Jacksonville
'John's Farmhouse in Mount Snow' on 120 Acres!, vacation rental in Jacksonville

'John's Farmhouse in Mount Snow' on 120 Acres!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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❄️ Large � friendly, fastest WiFi! Apres ski w/ billiards, ping pong, & more, vacation rental in Jacksonville
❄️ Large � friendly, fastest WiFi! Apres ski w/ billiards, ping pong, & more, vacation rental in Jacksonville
❄️ Large � friendly, fastest WiFi! Apres ski w/ billiards, ping pong, & more, vacation rental in Jacksonville

❄️ Large � friendly, fastest WiFi! Apres ski w/ billiards, ping pong, & more

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Chelsea Chalet - Hogback Mountain, vacation rental in Jacksonville
Chelsea Chalet - Hogback Mountain, vacation rental in Jacksonville
Chelsea Chalet - Hogback Mountain, vacation rental in Jacksonville

Chelsea Chalet - Hogback Mountain

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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The White Birches | Modern Home w/Lake Access, vacation rental in Jacksonville
The White Birches | Modern Home w/Lake Access, vacation rental in Jacksonville
The White Birches | Modern Home w/Lake Access, vacation rental in Jacksonville

The White Birches | Modern Home w/Lake Access

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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New Ski/Lake house for all seasons- Minutes to all, vacation rental in Jacksonville
New Ski/Lake house for all seasons- Minutes to all, vacation rental in Jacksonville
New Ski/Lake house for all seasons- Minutes to all, vacation rental in Jacksonville

New Ski/Lake house for all seasons- Minutes to all

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
More info
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Lovely Contemporary Vermont Home, vacation rental in Jacksonville
Lovely Contemporary Vermont Home, vacation rental in Jacksonville
Lovely Contemporary Vermont Home, vacation rental in Jacksonville

Lovely Contemporary Vermont Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beaver's Bend Lakefront Retreat, vacation rental in Jacksonville
Beaver's Bend Lakefront Retreat, vacation rental in Jacksonville
Beaver's Bend Lakefront Retreat, vacation rental in Jacksonville

Beaver's Bend Lakefront Retreat

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., vacation rental in Jacksonville
Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., vacation rental in Jacksonville
Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA ., vacation rental in Jacksonville

Rustic 1850s barn, updated & funky, ideal for exploring Southern VT/Western MA .

Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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NEW Treetop Chalet by Mt. Snow. Free late checkout, firepit, king bed in master., vacation rental in Jacksonville
NEW Treetop Chalet by Mt. Snow. Free late checkout, firepit, king bed in master., vacation rental in Jacksonville
NEW Treetop Chalet by Mt. Snow. Free late checkout, firepit, king bed in master., vacation rental in Jacksonville

NEW Treetop Chalet by Mt. Snow. Free late checkout, firepit, king bed in master.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Lake Whitingham, vacation rental in Jacksonville
Lake Whitingham, vacation rental in Jacksonville
Lake Whitingham, vacation rental in Jacksonville

Lake Whitingham

Rental Home
6 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Amazing View w/ Deck, Pond, Sledding Hill - 100+ acres - Great for Families, vacation rental in Jacksonville
Amazing View w/ Deck, Pond, Sledding Hill - 100+ acres - Great for Families, vacation rental in Jacksonville
Amazing View w/ Deck, Pond, Sledding Hill - 100+ acres - Great for Families, vacation rental in Jacksonville

Amazing View w/ Deck, Pond, Sledding Hill - 100+ acres - Great for Families

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Secluded, Cozy Cabin on 10 Acres of Woods, vacation rental in Jacksonville
Secluded, Cozy Cabin on 10 Acres of Woods, vacation rental in Jacksonville
Secluded, Cozy Cabin on 10 Acres of Woods, vacation rental in Jacksonville

Secluded, Cozy Cabin on 10 Acres of Woods

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Mt Snow Ski-Lake Home Whitingham Vermont, vacation rental in Jacksonville
Mt Snow Ski-Lake Home Whitingham Vermont, vacation rental in Jacksonville
Mt Snow Ski-Lake Home Whitingham Vermont, vacation rental in Jacksonville

Mt Snow Ski-Lake Home Whitingham Vermont

Rental Home
4 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
More info
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Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!, vacation rental in Jacksonville
Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!, vacation rental in Jacksonville
Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!, vacation rental in Jacksonville

Family Winter Retreat w/ Hot Tub ~14 Mi to Slopes!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Echo Hill- Sleeps 12, Minutes to Mt Snow, vacation rental in Jacksonville
Echo Hill- Sleeps 12, Minutes to Mt Snow, vacation rental in Jacksonville
Echo Hill- Sleeps 12, Minutes to Mt Snow, vacation rental in Jacksonville

Echo Hill- Sleeps 12, Minutes to Mt Snow

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Beautiful Home on 22 Acres w/Ponds Near Mt. Snow, vacation rental in Jacksonville
Beautiful Home on 22 Acres w/Ponds Near Mt. Snow, vacation rental in Jacksonville
Beautiful Home on 22 Acres w/Ponds Near Mt. Snow, vacation rental in Jacksonville

Beautiful Home on 22 Acres w/Ponds Near Mt. Snow

Rental Home
4 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Sprawling family home on 10 acres - stunning views, near skiing, hiking, & lakes, vacation rental in Jacksonville
Sprawling family home on 10 acres - stunning views, near skiing, hiking, & lakes, vacation rental in Jacksonville
Sprawling family home on 10 acres - stunning views, near skiing, hiking, & lakes, vacation rental in Jacksonville

Sprawling family home on 10 acres - stunning views, near skiing, hiking, & lakes

Rental Home
7 bedrooms
5 bathrooms
Sleeps 13
Match: Sleeps
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Family reunion, corporate retreat - our spacious duplex provides a great escape!, vacation rental in Jacksonville
Family reunion, corporate retreat - our spacious duplex provides a great escape!, vacation rental in Jacksonville
Family reunion, corporate retreat - our spacious duplex provides a great escape!, vacation rental in Jacksonville

Family reunion, corporate retreat - our spacious duplex provides a great escape!

Rental Home
8 bedrooms
4 bathrooms
Sleeps 30
Match: Sleeps
More info
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PARADISE on EARTH! - Historic 4BR Farmhouse, vacation rental in Jacksonville
PARADISE on EARTH! - Historic 4BR Farmhouse, vacation rental in Jacksonville
PARADISE on EARTH! - Historic 4BR Farmhouse, vacation rental in Jacksonville

PARADISE on EARTH! - Historic 4BR Farmhouse

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Frequently Asked Questions about Jacksonville