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Jamesville Holiday Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Jamesville.
Chesapeake Bay Beach Cottage, private beach 3 nite minimum- off season rates, holiday rental in Jamesville
Chesapeake Bay Beach Cottage, private beach 3 nite minimum- off season rates, holiday rental in Jamesville
Chesapeake Bay Beach Cottage, private beach 3 nite minimum- off season rates, holiday rental in Jamesville

Chesapeake Bay Beach Cottage, private beach 3 nite minimum- off season rates

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Peaceful, Pet-Friendly Escape with Waterfront Sunsets & Private Dock (No Fees!), holiday rental in Jamesville
Peaceful, Pet-Friendly Escape with Waterfront Sunsets & Private Dock (No Fees!), holiday rental in Jamesville
Peaceful, Pet-Friendly Escape with Waterfront Sunsets & Private Dock (No Fees!), holiday rental in Jamesville

Peaceful, Pet-Friendly Escape with Waterfront Sunsets & Private Dock (No Fees!)

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bayfront Retreat w/ Game Room + Outdoor Pool!, holiday rental in Jamesville
Bayfront Retreat w/ Game Room + Outdoor Pool!, holiday rental in Jamesville
Bayfront Retreat w/ Game Room + Outdoor Pool!, holiday rental in Jamesville

Bayfront Retreat w/ Game Room + Outdoor Pool!

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Chesapeake Retreat, holiday rental in Jamesville
Chesapeake Retreat, holiday rental in Jamesville
Chesapeake Retreat, holiday rental in Jamesville

Chesapeake Retreat

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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*SANDY HILL SUNSETS*, holiday rental in Jamesville
*SANDY HILL SUNSETS*, holiday rental in Jamesville
*SANDY HILL SUNSETS*, holiday rental in Jamesville

*SANDY HILL SUNSETS*

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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This is the  NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!, holiday rental in Jamesville
This is the  NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!, holiday rental in Jamesville
This is the  NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!, holiday rental in Jamesville

This is the NO DRAMA ZONE you have been looking for! Come relax and HAVE FUN!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Share Splendid Sunsets Over the Beautiful Chesapeake Bay!, holiday rental in Jamesville
Share Splendid Sunsets Over the Beautiful Chesapeake Bay!, holiday rental in Jamesville
Share Splendid Sunsets Over the Beautiful Chesapeake Bay!, holiday rental in Jamesville

Share Splendid Sunsets Over the Beautiful Chesapeake Bay!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Relax and Renew on your private deck overlooking the Chesapeake Bay, holiday rental in Jamesville
Relax and Renew on your private deck overlooking the Chesapeake Bay, holiday rental in Jamesville
Relax and Renew on your private deck overlooking the Chesapeake Bay, holiday rental in Jamesville

Relax and Renew on your private deck overlooking the Chesapeake Bay

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Feed Your Soul at Silver Beach Cove, holiday rental in Jamesville
Feed Your Soul at Silver Beach Cove, holiday rental in Jamesville
Feed Your Soul at Silver Beach Cove, holiday rental in Jamesville

Feed Your Soul at Silver Beach Cove

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Nassawadox Creek Waterfront Home with Private Pool, holiday rental in Jamesville
Nassawadox Creek Waterfront Home with Private Pool, holiday rental in Jamesville
Nassawadox Creek Waterfront Home with Private Pool, holiday rental in Jamesville

Nassawadox Creek Waterfront Home with Private Pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Beachfront  5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE BEACH!, holiday rental in Jamesville
Luxury Beachfront  5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE BEACH!, holiday rental in Jamesville
Luxury Beachfront  5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE BEACH!, holiday rental in Jamesville

Luxury Beachfront 5 Bedroom, 3.5 Bath home with 200 ft. of PRIVATE BEACH!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Exquisite 4 bedroom, 3 and a half bath Georgian Estate Home on the Beach!, holiday rental in Jamesville
Exquisite 4 bedroom, 3 and a half bath Georgian Estate Home on the Beach!, holiday rental in Jamesville
Exquisite 4 bedroom, 3 and a half bath Georgian Estate Home on the Beach!, holiday rental in Jamesville

Exquisite 4 bedroom, 3 and a half bath Georgian Estate Home on the Beach!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Dreamers Bay, holiday rental in Jamesville
Dreamers Bay, holiday rental in Jamesville
Dreamers Bay, holiday rental in Jamesville

Dreamers Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Waterfront family home with great views, full kitchen, & strong Wi-Fi., holiday rental in Jamesville
Waterfront family home with great views, full kitchen, & strong Wi-Fi., holiday rental in Jamesville
Waterfront family home with great views, full kitchen, & strong Wi-Fi., holiday rental in Jamesville

Waterfront family home with great views, full kitchen, & strong Wi-Fi.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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The following properties within 20 miles of Jamesville match all your filters:
Indigo Studio Loft, holiday rental in Jamesville
Indigo Studio Loft, holiday rental in Jamesville
Indigo Studio Loft, holiday rental in Jamesville

Indigo Studio Loft

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK, holiday rental in Jamesville
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK, holiday rental in Jamesville
Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK, holiday rental in Jamesville

Secluded/Remote/Waterfront Estate BOOK NOW OPENINGS GOING QUICK

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Counting Corks - Waterfront, Pet friendly, private dock!, holiday rental in Jamesville
Counting Corks - Waterfront, Pet friendly, private dock!, holiday rental in Jamesville
Counting Corks - Waterfront, Pet friendly, private dock!, holiday rental in Jamesville

Counting Corks - Waterfront, Pet friendly, private dock!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Private Country Beach Retreat, holiday rental in Jamesville
Private Country Beach Retreat, holiday rental in Jamesville
Private Country Beach Retreat, holiday rental in Jamesville

Private Country Beach Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The Farmhouse at Chatham Vineyards, holiday rental in Jamesville
The Farmhouse at Chatham Vineyards, holiday rental in Jamesville
The Farmhouse at Chatham Vineyards, holiday rental in Jamesville

The Farmhouse at Chatham Vineyards

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia, holiday rental in Jamesville
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia, holiday rental in Jamesville
Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia, holiday rental in Jamesville

Smith Beach Beachfront Rental, Bay View Cottage, near Cape Charles, Virginia

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks, holiday rental in Jamesville
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks, holiday rental in Jamesville
Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks, holiday rental in Jamesville

Stunning Chesapeake Bay Farmhouse w/ Dock & Kayaks

Holiday Rental House
8 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront RV PAD SITE , Full Hookup 50 amps, holiday rental in Jamesville
Waterfront RV PAD SITE , Full Hookup 50 amps, holiday rental in Jamesville
Waterfront RV PAD SITE , Full Hookup 50 amps, holiday rental in Jamesville

Waterfront RV PAD SITE , Full Hookup 50 amps

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sunflower Cottage - Waterfront; Outdoor shower!, holiday rental in Jamesville
Sunflower Cottage - Waterfront; Outdoor shower!, holiday rental in Jamesville
Sunflower Cottage - Waterfront; Outdoor shower!, holiday rental in Jamesville

Sunflower Cottage - Waterfront; Outdoor shower!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset, holiday rental in Jamesville
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset, holiday rental in Jamesville
Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset, holiday rental in Jamesville

Waterfront cottage on Occohannock Creek w/ beautiful Chesapeake Bay sunset

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Traditional Eastern Shore Historic House, holiday rental in Jamesville
Traditional Eastern Shore Historic House, holiday rental in Jamesville
Traditional Eastern Shore Historic House, holiday rental in Jamesville

Traditional Eastern Shore Historic House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded Seaside Village Retreat in Fishing Town, holiday rental in Jamesville
Secluded Seaside Village Retreat in Fishing Town, holiday rental in Jamesville
Secluded Seaside Village Retreat in Fishing Town, holiday rental in Jamesville

Secluded Seaside Village Retreat in Fishing Town

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay, holiday rental in Jamesville
Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay, holiday rental in Jamesville
Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay, holiday rental in Jamesville

Pet-Friendly Woodsy Gem: 1/4 Mi to Chesapeake Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Near Cape Charles and Kiptopeke Beaches, holiday rental in Jamesville
Near Cape Charles and Kiptopeke Beaches, holiday rental in Jamesville
Near Cape Charles and Kiptopeke Beaches, holiday rental in Jamesville

Near Cape Charles and Kiptopeke Beaches

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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'Cora's Cottage' Near Chesapeake Bay Access!, holiday rental in Jamesville
'Cora's Cottage' Near Chesapeake Bay Access!, holiday rental in Jamesville
'Cora's Cottage' Near Chesapeake Bay Access!, holiday rental in Jamesville

'Cora's Cottage' Near Chesapeake Bay Access!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming Painter Home w/ Chesapeake Bay Views, holiday rental in Jamesville
Charming Painter Home w/ Chesapeake Bay Views, holiday rental in Jamesville
Charming Painter Home w/ Chesapeake Bay Views, holiday rental in Jamesville

Charming Painter Home w/ Chesapeake Bay Views

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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The only place to be at sunset !!!, holiday rental in Jamesville
The only place to be at sunset !!!, holiday rental in Jamesville
The only place to be at sunset !!!, holiday rental in Jamesville

The only place to be at sunset !!!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Private Beach House, holiday rental in Jamesville
Modern Private Beach House, holiday rental in Jamesville
Modern Private Beach House, holiday rental in Jamesville

Modern Private Beach House

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Waterfront Home With Big Views Of The Chesapeake Bay, holiday rental in Jamesville
Historic Waterfront Home With Big Views Of The Chesapeake Bay, holiday rental in Jamesville
Historic Waterfront Home With Big Views Of The Chesapeake Bay, holiday rental in Jamesville

Historic Waterfront Home With Big Views Of The Chesapeake Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Discover Your Perfect Getaway on the Chesapeake Bay, holiday rental in Jamesville
Discover Your Perfect Getaway on the Chesapeake Bay, holiday rental in Jamesville
Discover Your Perfect Getaway on the Chesapeake Bay, holiday rental in Jamesville

Discover Your Perfect Getaway on the Chesapeake Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Country Home in the Heart of the Eastern Shore, holiday rental in Jamesville
Cozy Country Home in the Heart of the Eastern Shore, holiday rental in Jamesville
Cozy Country Home in the Heart of the Eastern Shore, holiday rental in Jamesville

Cozy Country Home in the Heart of the Eastern Shore

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Your private beach awaits! Plan your getaway now!, holiday rental in Jamesville
Your private beach awaits! Plan your getaway now!, holiday rental in Jamesville
Your private beach awaits! Plan your getaway now!, holiday rental in Jamesville

Your private beach awaits! Plan your getaway now!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA, holiday rental in Jamesville
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA, holiday rental in Jamesville
your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA, holiday rental in Jamesville

your own Private beach, adjacent nature preserve-Sunset Dunes Cape Charles, VA

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Visit Camp Belle Haven now!  15% OFF a week stay!, holiday rental in Jamesville
Visit Camp Belle Haven now!  15% OFF a week stay!, holiday rental in Jamesville
Visit Camp Belle Haven now!  15% OFF a week stay!, holiday rental in Jamesville

Visit Camp Belle Haven now! 15% OFF a week stay!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!, holiday rental in Jamesville
Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!, holiday rental in Jamesville
Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!, holiday rental in Jamesville

Home w/ Fire Pit < 1 Mi to Willis Wharf Boat Ramp!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Bayside House with Sunset Water Views on Secluded Private Farm, holiday rental in Jamesville
Bayside House with Sunset Water Views on Secluded Private Farm, holiday rental in Jamesville
Bayside House with Sunset Water Views on Secluded Private Farm, holiday rental in Jamesville

Bayside House with Sunset Water Views on Secluded Private Farm

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Views. One-of-a-KInd Design, Renovated 2024 - Wright on the Water!, holiday rental in Jamesville
Stunning Views. One-of-a-KInd Design, Renovated 2024 - Wright on the Water!, holiday rental in Jamesville
Stunning Views. One-of-a-KInd Design, Renovated 2024 - Wright on the Water!, holiday rental in Jamesville

Stunning Views. One-of-a-KInd Design, Renovated 2024 - Wright on the Water!

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Thomas Inn Q 6 miles from Cape Charles - double room, holiday rental in Jamesville
Thomas Inn Q 6 miles from Cape Charles - double room, holiday rental in Jamesville
Thomas Inn Q 6 miles from Cape Charles - double room, holiday rental in Jamesville

Thomas Inn Q 6 miles from Cape Charles - double room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Shore Refections - historic charm just minutes from the beach!, holiday rental in Jamesville
Shore Refections - historic charm just minutes from the beach!, holiday rental in Jamesville
Shore Refections - historic charm just minutes from the beach!, holiday rental in Jamesville

Shore Refections - historic charm just minutes from the beach!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres, holiday rental in Jamesville
SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres, holiday rental in Jamesville
SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres, holiday rental in Jamesville

SUNSET POINT FARM - Gracious Country Farm on the Chesapeake Bay - 75 Acres

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Near Cape Charles,  Beach House at Smith Beach, beaches, boat ramp, holiday rental in Jamesville
Near Cape Charles,  Beach House at Smith Beach, beaches, boat ramp, holiday rental in Jamesville
Near Cape Charles,  Beach House at Smith Beach, beaches, boat ramp, holiday rental in Jamesville

Near Cape Charles, Beach House at Smith Beach, beaches, boat ramp

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tiny Guest House, holiday rental in Jamesville
Tiny Guest House, holiday rental in Jamesville
Tiny Guest House, holiday rental in Jamesville

Tiny Guest House

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Thomas Inn Q 6 miles from Cape Charles - queen room, holiday rental in Jamesville
Thomas Inn Q 6 miles from Cape Charles - queen room, holiday rental in Jamesville
Thomas Inn Q 6 miles from Cape Charles - queen room, holiday rental in Jamesville

Thomas Inn Q 6 miles from Cape Charles - queen room

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Have fun with the whole family!, holiday rental in Jamesville
Have fun with the whole family!, holiday rental in Jamesville
Have fun with the whole family!, holiday rental in Jamesville

Have fun with the whole family!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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The Waverly Tree House, holiday rental in Jamesville
The Waverly Tree House, holiday rental in Jamesville
The Waverly Tree House, holiday rental in Jamesville

The Waverly Tree House

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-49 of 49
Frequently Asked Questions about Jamesville