Luxury
Elevated properties with standout design
Operated by a Wander partner
Trusted operators, vetted by Wander
Note: We kindly ask that you confirm availability with us prior to booking to ensure the best experience.
Tucked into the hillside directly across from Mount Snow, The Overlook Retreat offers a rare blend of mountain access, design integrity, and intentional space, making it equally suited for ski weekends, summer getaways, or family retreats across generations.
The six-bedroom, five-bathroom home was purpose-built for gathering. At its core is an expansive great room with soaring ceilings, a floor-to-ceiling stone fireplace, and windows that flood the space with natural light. The adjoining kitchen is spacious, modern, and made to be used, complete with a double island, high-end appliances, and plenty of room for group meals, late-night snacks, or morning coffee as the mountains wake up.
A large dining table sits at the center of it all, designed to hold the kind of meals that stretch into evenings. Whether you're reconnecting with old friends or watching the kids sprawl out after the slopes, every part of the main level encourages time together, without sacrificing space to breathe.
Just off the great room, a screened-in porch with its own gas fireplace offers a quiet pocket for reading, sipping, or simply watching the weather roll through. Downstairs, a separate lounge space creates room for movie nights, board games, or a little friendly competition, giving different generations their own zones to unwind.
Each bedroom is thoughtfully appointed with natural textures, plush bedding, and just enough simplicity to let the surroundings speak. Bathrooms are modern and spa-like, offering a sense of ease and quiet luxury throughout the home.
Contactless check-in; smart lock access.
Notes & Disclaimers:
Hot Tub and Gym: The hot tub and the Gym available with this rental are located at a clubhouse - a 5 minutes drive away, w/ free pass for guests to access - Thanks!
Wildlife: This is a home in a rural part of the country. You may see wildlife including deer, coyotes, foxes, and bears. Please be mindful of your surroundings and leaving out food and trash.
Weather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or 4WD. Please drive with caution and be prepared with regards to the ability of your vehicle to drive in the snow.
Power & Internet: This is a rural part of the country. You may lose power or internet during inclement weather. We do not issue refunds for loss of power or internet out of our control.
Air conditioning: There's a total of 10 AC units at the house. Each bedroom has one unit (seven in total), and there are three units in the common areas. AC availability is seasonal and depending on weather (late spring and summer). Heating is also seasonal, and depending on weather, available during the cold seasons (autumn - winter).
Pets: We love our furry friends, but this home isn’t set up to host pets. Thanks for understanding and helping us keep the space serene and welcoming for all.
Maximum occupancy: Please mind that this house can host a maximum of 12 guests per fire code. As per the fire department, infants are included in that number. Therefore, any infants included in the booking above maximum occupancy of 12 would unfortunately result in the reservation being cancelled.
Cancellation Policy: We cannot make any exceptions to our cancellation policy. Please consider traveler’s insurance.
Dover, Vermont 05356, US
Dover, Vermont, USValley View Saloon in West Dover, Vermont, is a welcoming local favorite known for its hearty American comfort food, lively bar atmosphere, and friendly service—perfect for enjoying classic pub dishes like wings and sandwiches after a day on the slopes or exploring the Green Mountains.
Dover Bar & Grill offers a classic American pub experience with signature dishes like burgers and buffalo wings, set in a vibrant atmosphere perfect for sports fans and live music nights. It features indoor and outdoor seating amidst Vermont's scenic surroundings.
1846 Inn & Tavern offers a cozy historic setting near Mount Snow, featuring a chef-inspired menu with fresh seafood, hand-cut steaks, and Vermont craft beers, perfect for a relaxed meal or lively night out. Its unique oyster bar and warm ambiance create a memorable dining experience.
Sawmill Bar & Table offers refined farm-to-table cuisine in a charming, rustic setting, blending local Vermont ingredients with elegant dining experiences. The ambiance is warm and inviting, perfect for cozy gatherings or special occasions.
Trail 87 in Dover, Vermont, offers vibrant modern American farm-to-table cuisine with seasonal Vermont ingredients, craft cocktails, and a welcoming atmosphere just minutes from Mount Snow. Its spacious dining and cozy café make it perfect for relaxed meals or special gatherings.
The Hermitage Inn offers a refined dining experience with seasonal menus featuring local ingredients, set amidst a beautifully renovated estate with upscale elegance. Its unique blend of rustic charm and refined cuisine creates a memorable culinary journey.
The Last Chair Bar & Grill is a lively, family-friendly spot known for its hearty American fare, creative pizzas, and locally brewed drafts—all served in a charming New England barn with a fun arcade for kids and a cozy bar area perfect for relaxing after a day on the slopes.
American Flatbread in West Dover offers wood-fired, all-natural flatbread pizzas made with locally sourced, organic ingredients in a cozy, ski-themed setting featuring birch forest-inspired walls and a warm fireplace. It’s a welcoming spot that celebrates community, sustainability, and flavorful, wholesome food.
River Valley Market offers a warm, family-owned experience with hand-cut meats, fresh seafood, local Vermont produce, and ready-to-go meals like BBQ and sandwiches, perfect for a quick bite or a special occasion in a welcoming, community-focused setting[1][3].
The Green Mountain Adventure Challenge is a thrilling outdoor quest combining hiking, puzzle-solving, and exploration through Vermont’s scenic forests and mountains, perfect for adventure lovers who enjoy physical and mental challenges.
Somerset Airfield offers a unique camping experience with dispersed sites, allowing campers to connect with nature through activities like swimming, hiking, and wildlife viewing. It's perfect for those seeking a peaceful, rustic getaway amidst Vermont's beautiful landscapes.
Grateful Acres Vermont offers a peaceful hilltop escape with cozy cabins, yurts, and tent sites surrounded by stunning Green Mountain views—perfect for nature lovers seeking both comfort and adventure. Whether you’re glamping, RV camping, or just relaxing by the fire, this welcoming retreat is ideal for families, couples, and outdoor enthusiasts.
Somerset Reservoir Boat Launch offers paddlers and anglers a serene escape into Vermont’s unspoiled wilderness, with mountain views and a peaceful, undeveloped shoreline—perfect for anyone seeking quiet water adventures surrounded by natural beauty.
American Flatbread in West Dover, VT offers wood-fired flatbread pizzas made with fresh, local, and organic ingredients in a cozy, rustic setting. It’s perfect for food lovers who appreciate wholesome, flavorful meals and a warm community atmosphere.
Mount Haystack Trail offers a rewarding climb with stunning summit views of valleys, mountains, and reservoirs, perfect for hikers who enjoy a moderate challenge and scenic overlooks. Nature lovers and adventure seekers will appreciate its mix of forest paths and rocky peaks.
Dover Town Park offers a peaceful retreat with lush green lawns, scenic walking paths, and plenty of space for picnics and games—perfect for families seeking outdoor fun or anyone looking to relax amid Vermont’s natural beauty.
Step into The Shops At Collectors Cottage for a delightful treasure hunt through charming boutiques filled with unique finds—perfect for anyone who loves discovering one-of-a-kind gifts, vintage treasures, and cozy shopping experiences in a welcoming, storybook setting.
The Valley Trail trailhead offers a peaceful, paved path perfect for cyclists, walkers, and families looking to enjoy nature without leaving the city—its wide, scenic route connects vibrant neighborhoods and green spaces, making it ideal for anyone seeking a safe, accessible outdoor escape close to home.
The Deerfield Ridge Trail offers a scenic hike through the Green Mountain National Forest, perfect for nature lovers seeking a challenging yet rewarding experience. It's ideal for those who enjoy exploring diverse landscapes and rugged terrain.
Free cancellation up to 14 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:00 am
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jun 19, 2026 | $1000 | Available |
| Jun 20, 2026 | $1000 | Available |
| Jun 21, 2026 | $1000 | Available |
| Jun 22, 2026 | $1000 | Available |
| Jun 23, 2026 | $1000 | Available |
| Jun 24, 2026 | $1000 | Available |
| Jun 25, 2026 | $1000 | Available |
| Jun 26, 2026 | $1000 | Available |
| Jun 27, 2026 | $1000 | Available |
| Jun 28, 2026 | $1000 | Available |
| Jun 29, 2026 | $1000 | Available |
| Jun 30, 2026 | $1000 | Available |
| Jul 1, 2026 | $1000 | Available |
| Jul 2, 2026 | $1000 | Available |
| Jul 3, 2026 | $1000 | Available |
| Jul 4, 2026 | $1000 | Available |
| Jul 5, 2026 | $1000 | Available |
| Jul 6, 2026 | $1000 | Available |
| Jul 7, 2026 | $1000 | Available |
| Jul 8, 2026 | $1000 | Available |
| Jul 9, 2026 | $1000 | Available |
| Jul 10, 2026 | $1084 | Available |
| Jul 11, 2026 | $1106 | Available |
| Jul 12, 2026 | $1000 | Available |
| Jul 13, 2026 | $1000 | Available |
| Jul 14, 2026 | $1000 | Available |
| Jul 15, 2026 | $1000 | Available |
| Jul 16, 2026 | $1000 | Available |
| Jul 17, 2026 | $1146 | Available |
| Jul 18, 2026 | $1334 | Available |
| Jul 19, 2026 | $1173 | Available |
| Jul 20, 2026 | $1112 | Available |
| Jul 21, 2026 | $1096 | Available |
| Jul 22, 2026 | $1126 | Available |
| Jul 23, 2026 | $1259 | Available |
| Jul 24, 2026 | $1522 | Available |
| Jul 25, 2026 | $1542 | Available |
| Jul 26, 2026 | $1261 | Available |
| Jul 27, 2026 | $1119 | Available |
| Jul 28, 2026 | $1087 | Available |
| Jul 29, 2026 | $1099 | Available |
| Jul 30, 2026 | $1213 | Available |
| Jul 31, 2026 | $1510 | Available |
| Aug 1, 2026 | $1498 | Available |
| Aug 2, 2026 | $1255 | Available |
| Aug 3, 2026 | $1129 | Available |
| Aug 4, 2026 | $1096 | Available |
| Aug 5, 2026 | $1111 | Available |
| Aug 6, 2026 | $1277 | Available |
| Aug 7, 2026 | $1609 | Available |
| Aug 8, 2026 | $1679 | Available |
| Aug 9, 2026 | $1319 | Available |
| Aug 10, 2026 | $1146 | Available |
| Aug 11, 2026 | $1092 | Available |
| Aug 12, 2026 | $1114 | Available |
| Aug 13, 2026 | $1253 | Available |
| Aug 14, 2026 | $1547 | Available |
| Aug 15, 2026 | $1533 | Available |
| Aug 16, 2026 | $1196 | Available |
| Aug 17, 2026 | $1025 | Available |
| Aug 18, 2026 | $1066 | Available |
| Aug 19, 2026 | $1104 | Available |
| Aug 20, 2026 | $1278 | Available |
| Aug 21, 2026 | $1622 | Available |
| Aug 22, 2026 | $1610 | Available |
| Aug 23, 2026 | $1164 | Available |
| Aug 24, 2026 | $1063 | Available |
| Aug 25, 2026 | $1058 | Available |
| Aug 26, 2026 | $1037 | Available |
| Aug 27, 2026 | $1165 | Available |
| Aug 28, 2026 | $1443 | Available |
| Aug 29, 2026 | $1387 | Available |
| Aug 30, 2026 | $1100 | Available |
| Aug 31, 2026 | $1000 | Available |
| Sep 1, 2026 | $1000 | Available |
| Sep 2, 2026 | $1000 | Available |
| Sep 3, 2026 | $1000 | Available |
| Sep 4, 2026 | $2073 | Available |
| Sep 5, 2026 | $2073 | Available |
| Sep 6, 2026 | $2073 | Available |
| Sep 7, 2026 | $1062 | Available |
| Sep 8, 2026 | $1000 | Available |
| Sep 9, 2026 | $1000 | Available |
| Sep 10, 2026 | $1066 | Available |
| Sep 11, 2026 | $1242 | Available |
| Sep 12, 2026 | $1285 | Available |
| Sep 13, 2026 | $1032 | Available |
| Sep 14, 2026 | $1010 | Available |
| Sep 15, 2026 | $1015 | Available |
| Sep 16, 2026 | $1033 | Available |
| Sep 17, 2026 | $1123 | Available |