Enjoy an idyllic off season getaway.
Enjoy a sunset drink overlooking sweeping views of the Rappahannock and listening to the waves break against the riprap.
Fall and winter days at the river can’t be beat! Look out at the water while snuggling by the fireplace.
As soon as you walk up to the cottage, you see the expansive river waiting for you on the other side. Our charming cottage and white picket fence, which we like to think has English cottage vibes.
Cozy Waterfront Getaway Fireplace/Kayaks/Fire Pit

Cozy Waterfront Getaway Fireplace/Kayaks/Fire Pit

3 bedrooms·3 baths
Locust Hill • Virginia
4.97(77 reviews)

801,87 $ USD total por 3 noches

17–20 nov 2026

Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub
Waterfront Oasis W/ Pickleball Court & Hot tub

Waterfront Oasis W/ Pickleball Court & Hot tub

9 bedrooms·7 baths
Richmond • Virginia
5(14 reviews)

8453,52 $ USD total por 5 noches

31 oct – 5 nov 2026

Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub
Waterfront Sunsets With Pickleball Court & Hot tub

Waterfront Sunsets With Pickleball Court & Hot tub

9 bedrooms·7 baths
Richmond • Virginia

1859,39 $ USD total por 3 noches

8–11 nov 2026

Cozy comfortable living room with original hardwood floors
Sitting room open to kitchen – great for coffee, wine & conversation
Spacious Second floor Queen bedroom with comfy mattress & vanity/desk.
Firepit in the backyard perfect for making smores & memories!
Dedicated dining room with plenty of seating for 8. Can also be a great space for board and/or card games! (High chair in the laundry room for the little ones if you need it too)

Bay Dreamin' - Mathews VA

4 bedrooms·2 baths
Mathews • Virginia

825,80 $ USD 692,65 $ USD total por 3 noches

31 oct – 3 nov 2026

The Retreat at Lilly's Neck
The Retreat at Lilly's Neck
The Retreat at Lilly's Neck
The Retreat at Lilly's Neck
The Retreat at Lilly's Neck

The Retreat at Lilly's Neck

4 bedrooms·1 bath
Moon • Virginia
4.91(23 reviews)

510,00 $ USD total por 3 noches

31 oct – 3 nov 2026

Waterfront retreat with pool, hot tub, private playground, huge yard & scenic views. Perfect for family getaways & special moments—relax, play, and explore the best of the Bay from this unforgettable coastal escape!
Enjoy your own private, heated, pool with stunning waterfront scenery! Lounge in style, sip under the red umbrella, and unwind as the sun sets over the bay. The perfect spot for relaxation and connection.
Front-row seats to the bay! Start your morning or end your day in these colorful Adirondack chairs with uninterrupted views of the water and private pier—pure peace and coastal charm await.
Unwind in the indoor hot tub with panoramic water views and cozy string lights overhead. Whether it’s morning coffee or a sunset soak, this spot is pure bliss—rain or shine!
Fire up the grills and gather around the bar or relax beneath twinkling lights with waterfront views. This cozy, shaded space is perfect for sunset dinners, family cookouts, and laid-back evenings at The Fleeton House.

Bayfront Oasis | Heated Pool, HotTub & Playground

6 bedrooms·3½ baths
Reedville • Virginia

3193,36 $ USD total por 3 noches

31 oct – 3 nov 2026

View from upstairs windows.
Relax by the fire with stunning creek views. Perfect spot to unwind, sip a drink, and enjoy peaceful waterfront evenings at Crazy Whays Retreat.
Charming waterfront retreat with private dock access and plenty of parking. A peaceful, tucked-away escape perfect for relaxing and reconnecting with nature.
Waterfront House with Private Dock and Fishing
Perfect spot, at the end of the pier, to sit with a cup of coffee and watch the sun rise and set

Waterfront House with Private Dock and Fishing

3 bedrooms·2 baths
Reedville • Virginia

934,92 $ USD total por 3 noches

8–11 nov 2026

Fishing at sunrise.
Aerial shot of the home and dock - plenty of green space out back.
Large driveway.
Steps down to the dock.
Living area overlooking the river - we have added a 75' TV

Sunrise Tides - A River Retreat

5 bedrooms·4½ baths
West Point • Virginia
5(6 reviews)

1875,00 $ USD total por 3 noches

31 oct – 3 nov 2026

Exclusive beachfront with direct Chesapeake Bay access, featuring outdoor seating and umbrellas—perfect for relaxing, enjoying ocean breezes, and watching stunning sunsets right from the sand.
Bright and airy living room with vaulted ceilings, large windows, and coastal décor. Enjoy comfortable seating, a Roku-enabled TV, sound bar, and natural light with beautiful water views—perfect for relaxing after a day at the beach.
Perfect for remote work, reading, or planning your day while enjoying a peaceful, home-like atmosphere.
Chesapeake Bay Home with Private Beach Access
Have an exclusive beachfront with direct Chesapeake Bay access, featuring outdoor seating and umbrellas—perfect for relaxing, enjoying ocean breezes, and watching stunning sunsets right from the sand!

Chesapeake Bay Home with Private Beach Access

3 bedrooms·2½ baths
Reedville • Virginia

1092,78 $ USD total por 3 noches

31 oct – 3 nov 2026

Colonial Timber Cottage, in the woods
Owner crafted Timber
Foyer
Foyer, mudroom, dropzone
Foyer, mudroom, drop zone

Colonial Timber Cottage Near Colonial Williamsburg

2 bedrooms·1½ baths
Lanexa • Virginia

1690,00 $ USD total por 3 noches

1–4 feb 2027

The Tiny Red Barn on The Reservoir-A Private Oasis
The Tiny Red Barn on The Reservoir-A Private Oasis
The Tiny Red Barn on The Reservoir-A Private Oasis
The Tiny Red Barn on The Reservoir-A Private Oasis
The Tiny Red Barn on The Reservoir-A Private Oasis

The Tiny Red Barn on The Reservoir-A Private Oasis

2 bedrooms·1 bath
Lanexa • Virginia
5(221 reviews)

1244,68 $ USD total por 3 noches

9–12 nov 2026

Private Cottage! On Horse Rescue in Williamsburg!
Private Cottage! On Horse Rescue in Williamsburg!
Our barn!
Private Cottage! On Horse Rescue in Williamsburg!
Private Cottage! On Horse Rescue in Williamsburg!

Private Cottage! On Horse Rescue in Williamsburg!

2 bedrooms·2 baths
Williamsburg • Virginia
4.77(35 reviews)

711,20 $ USD total por 3 noches

1–4 nov 2026

The Tiny Home @ The Pines Horse Farm
The Tiny Home @ The Pines Horse Farm
The Tiny Home @ The Pines Horse Farm
The Tiny Home @ The Pines Horse Farm
The Tiny Home @ The Pines Horse Farm

The Tiny Home @ The Pines Horse Farm

1 bedroom·1 bath
Williamsburg • Virginia

530,25 $ USD total por 3 noches

31 oct – 3 nov 2026