Operated by a Wander partner
Trusted operators, vetted by Wander
Escape to this beautifully appointed Osterville retreat—where coastal charm meets comfort and thoughtful design. Perfect for families and groups, this inviting home offers the ideal balance of relaxation, convenience, and elevated Cape Cod living.
Nestled in the heart of Osterville, you’ll enjoy a prime location just minutes from Dowses Beach, where you can spend your days soaking up the sun, enjoying ocean breezes, and experiencing the best of Cape Cod’s shoreline. Highlights Guests Love:
Main Level – Open & Inviting
Step into a bright and welcoming space featuring a large living room with a gas fireplace—perfect for relaxing after a day at the beach. The fully equipped kitchen flows seamlessly into a spacious dining area with a beautiful wood table, ideal for shared meals and celebrations.
Bedroom #1: Queen bed (primary suite)
Bedroom #2: Daybed with two twin beds + workspace corner
Full bathroom located just across the hall
🛏️ Upper Level – Private & Spacious
The highlight of the home is the stunning upper-level suite, designed for comfort and privacy.
Bedroom #3 (Primary Suite): King bed + queen sofa bed, private balcony
En-suite bathroom featuring a sauna connected to the shower
Bedroom #4: Queen bed
Bedroom #5: Full bed
Additional full bathroom in hallway
🎬 Lower Level – Entertainment Hub
Designed for fun and relaxation, the lower level offers something for everyone:
🎥 Private movie theater room with games
🎱 Game room with pool table & bar area
💪 Home gym
🧺 Laundry room for added convenience
Please note there will be toiletries provided to get you started during your stay, we will NOT supply enough toiletries for your entire stay. There are local stores to purchase some additional supplies if needed during your stay!
Getting around the Elegant Osterville Retreat is convenient. Free parking is available on-site for your vehicles. For those flying in, the Barnstable Municipal Airport (HYA) is approximately a 15-minute drive away. While public transportation options are limited in Osterville, ride-sharing services are readily available. The charming village center and Dowses Beach are easily accessible by car or a pleasant walk. Explore the surrounding areas with ease, knowing you have a comfortable base and convenient access to transportation.
Welcome to the Elegant Osterville Retreat! Check-in is at 4:00 PM and check-out is at 10:00 AM. We kindly request that you adhere to these times to allow our cleaning team to prepare the house for the next guests. Free parking is available on-site. Please note that smoking is not permitted inside the property. We do not allow pets. The property is equipped with a fire pit, please use it responsibly and follow all safety guidelines. For any questions or assistance during your stay, please use the platform messaging system to contact us. We hope you enjoy your stay!
I'm dedicated to ensuring you have a fantastic stay at the Elegant Osterville Retreat! I'm generally available to assist with any questions or needs you may have throughout your visit. The best way to reach me is via the platform messaging system, where I aim to respond within a few hours. For urgent matters, please don't hesitate to send a message, and I'll do my best to assist you promptly. I'm happy to offer recommendations for local attractions, help with any issues that arise, or simply ensure you're comfortable and enjoying your vacation. Your comfort and satisfaction are my top priorities.
Barnstable, Massachusetts 02655, United States
Barnstable, Massachusetts, United StatesPain d'Avignon is a charming French boulangerie-turned-restaurant serving artisanal breads, European breakfast, gourmet lunch, and exquisite dinner fare in a sophisticated setting highlighted by its signature Red Bar. With locations in Hyannis and Chatham, it's an unforgettable culinary journey blending French tradition with contemporary flair.
Añejo Mexican Bistro serves bold, authentic Mexican flavors with wood-fired specialties and fresh ingredients in a cozy, rustic ambiance perfect for lively gatherings or intimate dinners.
Savor the bold flavors of Brazilian churrasco at Brazilian Grill, where sizzling skewers of premium meats meet a lively, festive ambiance that turns every meal into a rodizio celebration.
Nestled in Cape Cod's Emerald Resort, the Irish Village delivers authentic pub fare and hearty Irish classics amid lively, welcoming vibes—think cozy firesides, live tunes, and timeless hospitality that feels like a warm family gathering.
Colombo's Restaurant is a nostalgic Italian gem serving authentic pizza and pasta since 1954 in a warm, family-friendly atmosphere reminiscent of a classic 1920s setting, where generations of diners have enjoyed timeless comfort food and genuine hospitality.
The Daily Paper on Main is a bustling Hyannis diner serving hearty breakfast all day and classic lunch fare in a no-frills, super-friendly atmosphere that feels like a local favorite. With its big menu and warm staff, it's perfect for casual family meals.
Crisp delivers seasonally inspired modern comfort food and sophisticated cocktails in an old-school chic setting with warm, approachable service. Perfect for casual gatherings or special celebrations in a cozy, patio-equipped space.
The Knack in Hyannis serves up crave-worthy Cape Cod classics like fresh lobster rolls, hand-formed burgers, and homemade shakes, all scratch-made from local seafood and butchers. This fast-casual beach shack brings seaside vibes indoors with Adirondack chairs by the fireplace.
Tap City Grille is a lively Hyannis gastropub pouring 22 craft beers on tap alongside 75 bottled options, paired with scratch-made specialties like cheddar cheese curds and honey chicken pizza. It's the perfect spot for good food, glowing TVs, and Cape Cod's buzzing foodie scene.
Join us at Veterans Park Beach for a magical sunset yoga session on the sand, blending ocean waves with gentle stretches for ultimate relaxation. Perfect for beach lovers, beginners, and anyone seeking mindful serenity under the stars.
Discover the thrill of Kalmus Beach, where steady winds whip up perfect kiteboarding conditions on warm, turquoise waters—ideal for adventure seekers and water sports enthusiasts craving an exhilarating day by the sea.
Pay respects at this stark, contemplative monument designed by renowned architect Philip Johnson, where hundreds of thousands visit annually to reflect on President Kennedy's legacy—a solemn yet meaningful experience perfect for history enthusiasts and those seeking quiet remembrance.
Discover the craft magic at Cape Cod Beer with a lively tasting tour blending fresh brews, ocean vibes, and local lore—perfect for beer enthusiasts and adventure seekers craving an authentic Cape Cod escape.
Step into the John F. Kennedy Hyannis Museum to explore JFK's cherished Cape Cod summers through captivating photos, videos, and artifacts that reveal his family life and legacy as the Summer White House. History buffs and Kennedy admirers will love this intimate glimpse into the man behind the myth.
Dive into Cape Cod's salty seafaring past at the Maritime Museum, where hands-on ship models, rare artifacts, and tales of whalers and shipwrecks bring history alive. Perfect for history buffs, families, and ocean lovers seeking an immersive adventure.
Discover the magic of Millway Beach at twilight: unwind with gentle waves, golden sands, and starry skies perfect for sunset picnics or romantic strolls. Ideal for couples, families, or solo adventurers seeking serene coastal bliss.
50% refund up to 30 days before check-in. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 3:30 pm
Check-out before 10:30 am
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Jul 15, 2026 | $1006 | Not Available |
| Jul 16, 2026 | $891 | Not Available |
| Jul 17, 2026 | $1204 | Not Available |
| Jul 18, 2026 | $1223 | Not Available |
| Jul 19, 2026 | $1038 | Not Available |
| Jul 20, 2026 | $1024 | Not Available |
| Jul 21, 2026 | $981 | Not Available |
| Jul 22, 2026 | $1008 | Not Available |
| Jul 23, 2026 | $1043 | Not Available |
| Jul 24, 2026 | $1335 | Not Available |
| Jul 25, 2026 | $1357 | Not Available |
| Jul 26, 2026 | $1090 | Not Available |
| Jul 27, 2026 | $1021 | Available |
| Jul 28, 2026 | $1021 | Available |
| Jul 29, 2026 | $1038 | Not Available |
| Jul 30, 2026 | $1126 | Not Available |
| Jul 31, 2026 | $1451 | Not Available |
| Aug 1, 2026 | $1281 | Not Available |
| Aug 2, 2026 | $1177 | Not Available |
| Aug 3, 2026 | $1043 | Not Available |
| Aug 4, 2026 | $992 | Not Available |
| Aug 5, 2026 | $1118 | Not Available |
| Aug 6, 2026 | $1042 | Not Available |
| Aug 7, 2026 | $1505 | Not Available |
| Aug 8, 2026 | $1482 | Not Available |
| Aug 9, 2026 | $1444 | Not Available |
| Aug 10, 2026 | $1158 | Not Available |
| Aug 11, 2026 | $1122 | Not Available |
| Aug 12, 2026 | $1072 | Available |
| Aug 13, 2026 | $1140 | Not Available |
| Aug 14, 2026 | $1391 | Not Available |
| Aug 15, 2026 | $1391 | Not Available |
| Aug 16, 2026 | $1534 | Not Available |
| Aug 17, 2026 | $1203 | Not Available |
| Aug 18, 2026 | $1526 | Not Available |
| Aug 19, 2026 | $1444 | Available |
| Aug 20, 2026 | $1571 | Available |
| Aug 21, 2026 | $1445 | Available |
| Aug 22, 2026 | $1421 | Available |
| Aug 23, 2026 | $1082 | Available |
| Aug 24, 2026 | $1050 | Available |
| Aug 25, 2026 | $986 | Available |
| Aug 26, 2026 | $1002 | Available |
| Aug 27, 2026 | $1026 | Available |
| Aug 28, 2026 | $1293 | Available |
| Aug 29, 2026 | $1276 | Available |
| Aug 30, 2026 | $876 | Available |
| Aug 31, 2026 | $844 | Available |
| Sep 1, 2026 | $807 | Available |
| Sep 2, 2026 | $807 | Available |
| Sep 3, 2026 | $807 | Available |
| Sep 4, 2026 | $998 | Available |
| Sep 5, 2026 | $1096 | Available |
| Sep 6, 2026 | $808 | Available |
| Sep 7, 2026 | $807 | Available |
| Sep 8, 2026 | $807 | Available |
| Sep 9, 2026 | $789 | Available |
| Sep 10, 2026 | $807 | Available |
| Sep 11, 2026 | $946 | Available |
| Sep 12, 2026 | $946 | Available |
| Sep 13, 2026 | $807 | Available |
| Sep 14, 2026 | $807 | Available |
| Sep 15, 2026 | $807 | Available |
| Sep 16, 2026 | $807 | Available |
| Sep 17, 2026 | $807 | Available |
| Sep 18, 2026 | $894 | Available |
| Sep 19, 2026 | $894 | Available |
| Sep 20, 2026 | $807 | Available |
| Sep 21, 2026 | $807 | Available |
| Sep 22, 2026 | $807 | Available |
| Sep 23, 2026 | $807 | Available |
| Sep 24, 2026 | $807 | Available |
| Sep 25, 2026 | $1061 | Available |
| Sep 26, 2026 | $1061 | Available |
| Sep 27, 2026 | $807 | Available |
| Sep 28, 2026 | $807 | Available |
| Sep 29, 2026 | $807 | Available |
| Sep 30, 2026 | $807 | Available |
| Oct 1, 2026 | $807 | Available |
| Oct 2, 2026 | $950 | Available |
| Oct 3, 2026 | $950 | Available |
| Oct 4, 2026 | $807 | Available |
| Oct 5, 2026 | $807 | Available |
| Oct 6, 2026 | $807 | Available |
| Oct 7, 2026 | $807 | Available |
| Oct 8, 2026 | $807 | Available |
| Oct 9, 2026 | $1004 | Available |
| Oct 10, 2026 | $1004 | Available |
| Oct 11, 2026 | $807 | Available |
| Oct 12, 2026 | $807 | Available |
| Oct 13, 2026 | $807 | Available |