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4 reviews
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!
House Rules:
• No parties or events.
• Quiet hours: 10 PM – 8 AM (neighborhood policy).
• No smoking or vaping inside the home.
• Hot tub must be used responsibly — no glass near the tub.
• Children must be supervised at all times, especially in the bunk room and outdoors.
• Pets: (Communicate with the host if pets are allowed and will be adjusted).
• Only registered guests are allowed on the property.
• Please bag all trash and place it in the outdoor bin.
• Check-out is at 10 AM unless otherwise approved.
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.
Anonymous
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May 2026
Anonymous
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August 2026
Anonymous
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July 2026
Barnstable, Massachusetts 02655, United States
Barnstable, Massachusetts, United StatesFree cancellation up to 30 days before check-in. 50% refund up to 7 days before. No refund after that.
Pets allowed with fee
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 10:30 am
10 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| Oct 17, 2026 | $607 | Available |
| Oct 18, 2026 | $607 | Available |
| Oct 19, 2026 | $559 | Available |
| Oct 20, 2026 | $559 | Available |
| Oct 21, 2026 | $559 | Available |
| Oct 22, 2026 | $559 | Available |
| Oct 23, 2026 | $607 | Available |
| Oct 24, 2026 | $607 | Not Available |
| Oct 25, 2026 | $607 | Not Available |
| Oct 26, 2026 | $559 | Not Available |
| Oct 27, 2026 | $559 | Not Available |
| Oct 28, 2026 | $559 | Not Available |
| Oct 29, 2026 | $559 | Not Available |
| Oct 30, 2026 | $607 | Not Available |
| Oct 31, 2026 | $607 | Not Available |
| Nov 1, 2026 | $557 | Not Available |
| Nov 2, 2026 | $557 | Not Available |
| Nov 3, 2026 | $557 | Not Available |
| Nov 4, 2026 | $557 | Not Available |
| Nov 5, 2026 | $557 | Not Available |
| Nov 6, 2026 | $557 | Not Available |
| Nov 7, 2026 | $557 | Not Available |
| Nov 8, 2026 | $557 | Not Available |
| Nov 9, 2026 | $557 | Not Available |
| Nov 10, 2026 | $557 | Not Available |
| Nov 11, 2026 | $557 | Not Available |
| Nov 12, 2026 | $557 | Not Available |
| Nov 13, 2026 | $557 | Not Available |
| Nov 14, 2026 | $557 | Not Available |
| Nov 15, 2026 | $549 | Available |
| Nov 16, 2026 | $547 | Available |
| Nov 17, 2026 | $547 | Available |
| Nov 18, 2026 | $537 | Available |
| Nov 19, 2026 | $547 | Available |
| Nov 20, 2026 | $570 | Available |
| Nov 21, 2026 | $600 | Available |
| Nov 22, 2026 | $603 | Available |
| Nov 23, 2026 | $553 | Available |
| Nov 24, 2026 | $553 | Available |
| Nov 25, 2026 | $788 | Not Available |
| Nov 26, 2026 | $815 | Not Available |
| Nov 27, 2026 | $1051 | Not Available |
| Nov 28, 2026 | $1051 | Not Available |
| Nov 29, 2026 | $603 | Available |
| Nov 30, 2026 | $553 | Available |
| Dec 1, 2026 | $599 | Available |
| Dec 2, 2026 | $599 | Available |
| Dec 3, 2026 | $599 | Available |
| Dec 4, 2026 | $599 | Available |
| Dec 5, 2026 | $599 | Available |
| Dec 6, 2026 | $599 | Available |
| Dec 7, 2026 | $599 | Available |
| Dec 8, 2026 | $599 | Available |
| Dec 9, 2026 | $599 | Available |
| Dec 10, 2026 | $599 | Available |
| Dec 11, 2026 | $599 | Available |
| Dec 12, 2026 | $599 | Available |
| Dec 13, 2026 | $709 | Available |
| Dec 14, 2026 | $709 | Available |
| Dec 15, 2026 | $709 | Available |
| Dec 16, 2026 | $709 | Available |
| Dec 17, 2026 | $709 | Available |
| Dec 18, 2026 | $819 | Available |
| Dec 19, 2026 | $819 | Available |
| Dec 20, 2026 | $683 | Available |
| Dec 21, 2026 | $647 | Available |
| Dec 22, 2026 | $594 | Available |
| Dec 23, 2026 | $594 | Available |
| Dec 24, 2026 | $800 | Available |
| Dec 25, 2026 | $998 | Available |
| Dec 26, 2026 | $1075 | Available |
| Dec 27, 2026 | $888 | Available |
| Dec 28, 2026 | $852 | Available |
| Dec 29, 2026 | $780 | Available |
| Dec 30, 2026 | $798 | Available |
| Dec 31, 2026 | $958 | Available |
| Jan 1, 2027 | $1101 | Available |
| Jan 2, 2027 | $1101 | Available |
| Jan 3, 2027 | $599 | Available |
| Jan 4, 2027 | $599 | Available |
| Jan 5, 2027 | $599 | Available |
| Jan 6, 2027 | $599 | Available |
| Jan 7, 2027 | $599 | Available |
| Jan 8, 2027 | $599 | Available |
| Jan 9, 2027 | $599 | Available |
| Jan 10, 2027 | $599 | Available |
| Jan 11, 2027 | $599 | Available |
| Jan 12, 2027 | $599 | Available |
| Jan 13, 2027 | $599 | Available |
| Jan 14, 2027 | $599 | Available |
| Jan 15, 2027 | $599 | Available |