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Montgomery Vacation Rentals

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50 rentals in Montgomery.
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Rest, Relax and Reboot...

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Lake James Lake House- Angola, Indiana, vacation rental in Montgomery
Beautiful Lake James Lake House- Angola, Indiana, vacation rental in Montgomery
Beautiful Lake James Lake House- Angola, Indiana, vacation rental in Montgomery

Beautiful Lake James Lake House- Angola, Indiana

Rental Home
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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BOOK NOW for Fall! Beautiful Spacious Lakefront Home Sleeps 12-- Pets--Kayaks, vacation rental in Montgomery
BOOK NOW for Fall! Beautiful Spacious Lakefront Home Sleeps 12-- Pets--Kayaks, vacation rental in Montgomery
BOOK NOW for Fall! Beautiful Spacious Lakefront Home Sleeps 12-- Pets--Kayaks, vacation rental in Montgomery

BOOK NOW for Fall! Beautiful Spacious Lakefront Home Sleeps 12-- Pets--Kayaks

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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The Hilltop Hideaway on Little Long Lake, vacation rental in Montgomery
The Hilltop Hideaway on Little Long Lake, vacation rental in Montgomery
The Hilltop Hideaway on Little Long Lake, vacation rental in Montgomery

The Hilltop Hideaway on Little Long Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Stunning lake front home & everything is new!  Direct access to Nettle Lake!, vacation rental in Montgomery
Stunning lake front home & everything is new!  Direct access to Nettle Lake!, vacation rental in Montgomery
Stunning lake front home & everything is new!  Direct access to Nettle Lake!, vacation rental in Montgomery

Stunning lake front home & everything is new! Direct access to Nettle Lake!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sleepy Hollow, Where Vacations Begin, vacation rental in Montgomery
Sleepy Hollow, Where Vacations Begin, vacation rental in Montgomery
Sleepy Hollow, Where Vacations Begin, vacation rental in Montgomery

Sleepy Hollow, Where Vacations Begin

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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South Shore Cottage on Lake George, vacation rental in Montgomery
South Shore Cottage on Lake George, vacation rental in Montgomery
South Shore Cottage on Lake George, vacation rental in Montgomery

South Shore Cottage on Lake George

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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NEW Lake James, Indiana Waterfront Discounted Vacation Rental, vacation rental in Montgomery
NEW Lake James, Indiana Waterfront Discounted Vacation Rental, vacation rental in Montgomery
NEW Lake James, Indiana Waterfront Discounted Vacation Rental, vacation rental in Montgomery

NEW Lake James, Indiana Waterfront Discounted Vacation Rental

Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Lake James Red Sands Beach Family friendly Getaway., vacation rental in Montgomery
Lake James Red Sands Beach Family friendly Getaway., vacation rental in Montgomery
Lake James Red Sands Beach Family friendly Getaway., vacation rental in Montgomery

Lake James Red Sands Beach Family friendly Getaway.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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*Book your Fall dates now**  (Pontoon Available), vacation rental in Montgomery
*Book your Fall dates now**  (Pontoon Available), vacation rental in Montgomery
*Book your Fall dates now**  (Pontoon Available), vacation rental in Montgomery

*Book your Fall dates now** (Pontoon Available)

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Lake George 'Cottage on the Lane' w/Dock & Kayaks!, vacation rental in Montgomery
Lake George 'Cottage on the Lane' w/Dock & Kayaks!, vacation rental in Montgomery
Lake George 'Cottage on the Lane' w/Dock & Kayaks!, vacation rental in Montgomery

Lake George 'Cottage on the Lane' w/Dock & Kayaks!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Perfect for large families and get togethers- ❤️�����☀️����☕️⛵️��, vacation rental in Montgomery
Perfect for large families and get togethers- ❤️�����☀️����☕️⛵️��, vacation rental in Montgomery
Perfect for large families and get togethers- ❤️�����☀️����☕️⛵️��, vacation rental in Montgomery

Perfect for large families and get togethers- ❤️�����☀️����☕️⛵️��

Rental Home
8 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Family-friendly, rustic cabin on beautiful Long Lake, vacation rental in Montgomery
Family-friendly, rustic cabin on beautiful Long Lake, vacation rental in Montgomery
Family-friendly, rustic cabin on beautiful Long Lake, vacation rental in Montgomery

Family-friendly, rustic cabin on beautiful Long Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Cottage on beautiful Lake James, vacation rental in Montgomery
Cottage on beautiful Lake James, vacation rental in Montgomery
Cottage on beautiful Lake James, vacation rental in Montgomery

Cottage on beautiful Lake James

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Summer or fall. Life on the lake is good., vacation rental in Montgomery
Summer or fall. Life on the lake is good., vacation rental in Montgomery
Summer or fall. Life on the lake is good., vacation rental in Montgomery

Summer or fall. Life on the lake is good.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Apartment in Historical Downtown Hillsdale, vacation rental in Montgomery
Private Apartment in Historical Downtown Hillsdale, vacation rental in Montgomery
Private Apartment in Historical Downtown Hillsdale, vacation rental in Montgomery

Private Apartment in Historical Downtown Hillsdale

Condo/Apartment
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Enjoy Coldwater Lake, vacation rental in Montgomery
Enjoy Coldwater Lake, vacation rental in Montgomery
Enjoy Coldwater Lake, vacation rental in Montgomery

Enjoy Coldwater Lake

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Tranquil lake cottage at the end of the road. No traffic here., vacation rental in Montgomery
Tranquil lake cottage at the end of the road. No traffic here., vacation rental in Montgomery
Tranquil lake cottage at the end of the road. No traffic here., vacation rental in Montgomery

Tranquil lake cottage at the end of the road. No traffic here.

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Family-friendly Comfortable Lakefront Cottage on beautiful Lake George, vacation rental in Montgomery
Family-friendly Comfortable Lakefront Cottage on beautiful Lake George, vacation rental in Montgomery
Family-friendly Comfortable Lakefront Cottage on beautiful Lake George, vacation rental in Montgomery

Family-friendly Comfortable Lakefront Cottage on beautiful Lake George

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake George Cottage w/Dock, Fire Pit & Kayaks, vacation rental in Montgomery
Lake George Cottage w/Dock, Fire Pit & Kayaks, vacation rental in Montgomery
Lake George Cottage w/Dock, Fire Pit & Kayaks, vacation rental in Montgomery

Lake George Cottage w/Dock, Fire Pit & Kayaks

Rental Home
1 bedroom
1 bathroom
Sleeps 7
Match: Sleeps
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Beautiful Clear Lake 4 bedroom lakefront home  in Fremont, Indiana!, vacation rental in Montgomery
Beautiful Clear Lake 4 bedroom lakefront home  in Fremont, Indiana!, vacation rental in Montgomery
Beautiful Clear Lake 4 bedroom lakefront home  in Fremont, Indiana!, vacation rental in Montgomery

Beautiful Clear Lake 4 bedroom lakefront home in Fremont, Indiana!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
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Rose Lake,  Cottage with Pontoon, Coldwater, Michigan (aka Lake of the Woods), vacation rental in Montgomery
Rose Lake,  Cottage with Pontoon, Coldwater, Michigan (aka Lake of the Woods), vacation rental in Montgomery
Rose Lake,  Cottage with Pontoon, Coldwater, Michigan (aka Lake of the Woods), vacation rental in Montgomery

Rose Lake, Cottage with Pontoon, Coldwater, Michigan (aka Lake of the Woods)

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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AMAZING LAKE JAMES CHAIN HOME, FULLY RENOVATED TO PERFECTION!, vacation rental in Montgomery
AMAZING LAKE JAMES CHAIN HOME, FULLY RENOVATED TO PERFECTION!, vacation rental in Montgomery
AMAZING LAKE JAMES CHAIN HOME, FULLY RENOVATED TO PERFECTION!, vacation rental in Montgomery

AMAZING LAKE JAMES CHAIN HOME, FULLY RENOVATED TO PERFECTION!

Rental Home
3 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lake George cottage with large lakefront lawn, vacation rental in Montgomery
Lake George cottage with large lakefront lawn, vacation rental in Montgomery
Lake George cottage with large lakefront lawn, vacation rental in Montgomery

Lake George cottage with large lakefront lawn

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Lake Cottage on Beautiful Rose Lake (Lake of the Woods), vacation rental in Montgomery
Lake Cottage on Beautiful Rose Lake (Lake of the Woods), vacation rental in Montgomery
Lake Cottage on Beautiful Rose Lake (Lake of the Woods), vacation rental in Montgomery

Lake Cottage on Beautiful Rose Lake (Lake of the Woods)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Newly Designed Waterfront Get Away, vacation rental in Montgomery
Newly Designed Waterfront Get Away, vacation rental in Montgomery
Newly Designed Waterfront Get Away, vacation rental in Montgomery

Newly Designed Waterfront Get Away

Rental Home
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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4-bedroom Lake James Cottage With Sandy Beach and Fishing Off Pier, vacation rental in Montgomery
4-bedroom Lake James Cottage With Sandy Beach and Fishing Off Pier, vacation rental in Montgomery
4-bedroom Lake James Cottage With Sandy Beach and Fishing Off Pier, vacation rental in Montgomery

4-bedroom Lake James Cottage With Sandy Beach and Fishing Off Pier

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Cozy cottage on the water, fishermans dream., vacation rental in Montgomery
Cozy cottage on the water, fishermans dream., vacation rental in Montgomery
Cozy cottage on the water, fishermans dream., vacation rental in Montgomery

Cozy cottage on the water, fishermans dream.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautifully Remodeled Lake Front House W/ Beach, Paddle Boat & Kayak. Sleeps 18+, vacation rental in Montgomery
Beautifully Remodeled Lake Front House W/ Beach, Paddle Boat & Kayak. Sleeps 18+, vacation rental in Montgomery
Beautifully Remodeled Lake Front House W/ Beach, Paddle Boat & Kayak. Sleeps 18+, vacation rental in Montgomery

Beautifully Remodeled Lake Front House W/ Beach, Paddle Boat & Kayak. Sleeps 18+

Rental Home
6 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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Breathtaking Lakefront View  - Pontoon Available! Coldwater Chain of Lakes, vacation rental in Montgomery
Breathtaking Lakefront View  - Pontoon Available! Coldwater Chain of Lakes, vacation rental in Montgomery
Breathtaking Lakefront View  - Pontoon Available! Coldwater Chain of Lakes, vacation rental in Montgomery

Breathtaking Lakefront View - Pontoon Available! Coldwater Chain of Lakes

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Lake view & access, plus private dock come with this beautiful & comfy home☀️⛵️⚓, vacation rental in Montgomery
Lake view & access, plus private dock come with this beautiful & comfy home☀️⛵️⚓, vacation rental in Montgomery
Lake view & access, plus private dock come with this beautiful & comfy home☀️⛵️⚓, vacation rental in Montgomery

Lake view & access, plus private dock come with this beautiful & comfy home☀️⛵️⚓

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE, vacation rental in Montgomery
LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE, vacation rental in Montgomery
LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE, vacation rental in Montgomery

LAKE FRONT COTTAGE ON IYOPAWA ISLAND GOLF COURSE

Rental Home
3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
More info
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Beautiful  3,200 Sq.Ft Lake Front Home with Tiki Bar overlooking Nettle Lake!!, vacation rental in Montgomery
Beautiful  3,200 Sq.Ft Lake Front Home with Tiki Bar overlooking Nettle Lake!!, vacation rental in Montgomery
Beautiful  3,200 Sq.Ft Lake Front Home with Tiki Bar overlooking Nettle Lake!!, vacation rental in Montgomery

Beautiful 3,200 Sq.Ft Lake Front Home with Tiki Bar overlooking Nettle Lake!!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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20% off now through April 2021 - Beautiful Lakefront Home Sleeps 10, vacation rental in Montgomery
20% off now through April 2021 - Beautiful Lakefront Home Sleeps 10, vacation rental in Montgomery
20% off now through April 2021 - Beautiful Lakefront Home Sleeps 10, vacation rental in Montgomery

20% off now through April 2021 - Beautiful Lakefront Home Sleeps 10

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Hideaway Bay on Lake Diane near Hillsdale, MI and Angola, IN

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Clear Lake Indiana Contemporary Lakefront Retreat, vacation rental in Montgomery
Beautiful Clear Lake Indiana Contemporary Lakefront Retreat, vacation rental in Montgomery
Beautiful Clear Lake Indiana Contemporary Lakefront Retreat, vacation rental in Montgomery

Beautiful Clear Lake Indiana Contemporary Lakefront Retreat

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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BOOK NOW! BEAUTIFUL LAKEFRONT HOME; SLEEPS 12; KAYAKS; PETS;, vacation rental in Montgomery
BOOK NOW! BEAUTIFUL LAKEFRONT HOME; SLEEPS 12; KAYAKS; PETS;, vacation rental in Montgomery
BOOK NOW! BEAUTIFUL LAKEFRONT HOME; SLEEPS 12; KAYAKS; PETS;, vacation rental in Montgomery

BOOK NOW! BEAUTIFUL LAKEFRONT HOME; SLEEPS 12; KAYAKS; PETS;

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Payment Protection
Large lake access cottage.  Pontoon rental Available., vacation rental in Montgomery
Large lake access cottage.  Pontoon rental Available., vacation rental in Montgomery
Large lake access cottage.  Pontoon rental Available., vacation rental in Montgomery

Large lake access cottage. Pontoon rental Available.

Rental Home
6 bedrooms
2 bathrooms
Sleeps 20
Match: Sleeps
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Simple & Fun Studio Cottage, vacation rental in Montgomery
Simple & Fun Studio Cottage, vacation rental in Montgomery
Simple & Fun Studio Cottage, vacation rental in Montgomery

Simple & Fun Studio Cottage

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Heart of Hillsdale Office Kit Wifi TV Sleep 4, vacation rental in Montgomery
Heart of Hillsdale Office Kit Wifi TV Sleep 4, vacation rental in Montgomery
Heart of Hillsdale Office Kit Wifi TV Sleep 4, vacation rental in Montgomery

Heart of Hillsdale Office Kit Wifi TV Sleep 4

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi, vacation rental in Montgomery
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi, vacation rental in Montgomery
Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi, vacation rental in Montgomery

Heart of Hillsdale 1 Bdrm, Work,Cook, Relax Wifi

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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Coldwater Cottage on Dragon Lake w/ Dock & Deck!, vacation rental in Montgomery
Coldwater Cottage on Dragon Lake w/ Dock & Deck!, vacation rental in Montgomery
Coldwater Cottage on Dragon Lake w/ Dock & Deck!, vacation rental in Montgomery

Coldwater Cottage on Dragon Lake w/ Dock & Deck!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Hermitage Hills Estate: Sleeps 30+. 5,600 sf Destination Weddings & Receptions, vacation rental in Montgomery
Hermitage Hills Estate: Sleeps 30+. 5,600 sf Destination Weddings & Receptions, vacation rental in Montgomery
Hermitage Hills Estate: Sleeps 30+. 5,600 sf Destination Weddings & Receptions, vacation rental in Montgomery

Hermitage Hills Estate: Sleeps 30+. 5,600 sf Destination Weddings & Receptions

Rental Home
4 bedrooms
5 bathrooms
Sleeps 50
Match: Sleeps
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Payment Protection
Heart of Hillsdale, Kitchen, Wifi, Desk, TV, Sleeps 1-3 Apt 21, Free Bike Rental, vacation rental in Montgomery
Heart of Hillsdale, Kitchen, Wifi, Desk, TV, Sleeps 1-3 Apt 21, Free Bike Rental, vacation rental in Montgomery
Heart of Hillsdale, Kitchen, Wifi, Desk, TV, Sleeps 1-3 Apt 21, Free Bike Rental, vacation rental in Montgomery

Heart of Hillsdale, Kitchen, Wifi, Desk, TV, Sleeps 1-3 Apt 21, Free Bike Rental

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Hillsdale Victorian Studio w Kitchen Desk Wifi TV, vacation rental in Montgomery
Hillsdale Victorian Studio w Kitchen Desk Wifi TV, vacation rental in Montgomery
Hillsdale Victorian Studio w Kitchen Desk Wifi TV, vacation rental in Montgomery

Hillsdale Victorian Studio w Kitchen Desk Wifi TV

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Coldwater Lake/ shady oaks cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Family Fun Cozy Cottage, vacation rental in Montgomery
Family Fun Cozy Cottage, vacation rental in Montgomery
Family Fun Cozy Cottage, vacation rental in Montgomery

Family Fun Cozy Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The Lake James Retreat, vacation rental in Montgomery
The Lake James Retreat, vacation rental in Montgomery
The Lake James Retreat, vacation rental in Montgomery

The Lake James Retreat

Rental Home
4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
More info
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Beautiful Lake James Lake Homes on Second Basin, vacation rental in Montgomery
Beautiful Lake James Lake Homes on Second Basin, vacation rental in Montgomery
Beautiful Lake James Lake Homes on Second Basin, vacation rental in Montgomery

Beautiful Lake James Lake Homes on Second Basin

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Snow Lake - Vacation House beautiful view of the lake, vacation rental in Montgomery
Snow Lake - Vacation House beautiful view of the lake, vacation rental in Montgomery
Snow Lake - Vacation House beautiful view of the lake, vacation rental in Montgomery

Snow Lake - Vacation House beautiful view of the lake

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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