Best Osterville Vacation Rentals
Osterville Odyssey
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Osterville Odyssey villa is located a 17-minute walk from Skunknett River Wildlife Sanctuary and invites guests to enjoy a patio. The 3-bedroom holiday home hosts up to 6 guests and provides them with private car parking.
Osterville Odyssey
- BBQ facilities
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Patio
Osterville Odyssey
Osterville Odyssey villa is located a 17-minute walk from Skunknett River Wildlife Sanctuary and invites guests to enjoy a patio. The 3-bedroom holiday home hosts up to 6 guests and provides them with private car parking.
Osterville Gem Steps To Main St! Relax Fireside
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
- Terrace
- Patio
The 2-bedroom Osterville Gem Steps To Main St! Relax Fireside villa is located just 0.7 km from united methodist church, giving access to various tourist spots nearby. With a maximum capacity of 4 guests, this Osterville holiday home offers private car parking.
Osterville Gem Steps To Main St! Relax Fireside
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Heating
- Terrace
- Patio
Osterville Gem Steps To Main St! Relax Fireside
The 2-bedroom Osterville Gem Steps To Main St! Relax Fireside villa is located just 0.7 km from united methodist church, giving access to various tourist spots nearby. With a maximum capacity of 4 guests, this Osterville holiday home offers private car parking.
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Private beach
Quiet 2Br Retreat - In-Unit Wd - Free Beach Pass
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun loungers
To enjoy your vacation in Osterville, stay at the spacious 74 m² Quiet 2Br Retreat - In-Unit Wd - Free Beach Pass Osterville apartment, which is nearly a 5-minute drive from Burgess Park and within a 4-km distance of Dowses Beach. The maximum occupancy at the 2-bedroom apartment is 4 guests.
Make your stay at the apartment more exciting by joining in mini golf.
Quiet 2Br Retreat - In-Unit Wd - Free Beach Pass
- Cookware/ Kitchen utensils
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun loungers
Quiet 2Br Retreat - In-Unit Wd - Free Beach Pass
To enjoy your vacation in Osterville, stay at the spacious 74 m² Quiet 2Br Retreat - In-Unit Wd - Free Beach Pass Osterville apartment, which is nearly a 5-minute drive from Burgess Park and within a 4-km distance of Dowses Beach. The maximum occupancy at the 2-bedroom apartment is 4 guests.
Make your stay at the apartment more exciting by joining in mini golf.
Cheap Osterville Vacation Rentals
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Top location
Walk To Shops & Dining: Cozy Osterville Cottage
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Terrace
- Patio
Situated just a 10-minute walk from united methodist church, Walk To Shops & Dining: Cozy Osterville Cottage invites guests to relax at a terrace. The 2-bedroom holiday home hosts up to 5 guests and provides them with a private parking lot.
Walk To Shops & Dining: Cozy Osterville Cottage
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Terrace
- Patio
Walk To Shops & Dining: Cozy Osterville Cottage
Situated just a 10-minute walk from united methodist church, Walk To Shops & Dining: Cozy Osterville Cottage invites guests to relax at a terrace. The 2-bedroom holiday home hosts up to 5 guests and provides them with a private parking lot.
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Great deal
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Beach access
Osterville Retreat - A/C, Wifi Pet-Friendly
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Fitness centre
Osterville Retreat - A/C, Wifi Pet-Friendly villa is located around 10 minutes' drive from Covell's Beach and provides fishing for active guests. This Osterville holiday home is suitable for up to 6 guests and features private car parking.
Osterville Retreat - A/C, Wifi Pet-Friendly
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Ironing facilities
- Fitness centre
Osterville Retreat - A/C, Wifi Pet-Friendly
Osterville Retreat - A/C, Wifi Pet-Friendly villa is located around 10 minutes' drive from Covell's Beach and provides fishing for active guests. This Osterville holiday home is suitable for up to 6 guests and features private car parking.
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Beach access
Wisteria Haven
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Fitness centre
- Sun loungers
The 3-bedroom Wisteria Haven Villa Osterville entices guests to enjoy fishing and is located 4.5 km from such natural sites as Grand Island.
Wisteria Haven
- BBQ facilities
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Fitness centre
- Sun loungers
Wisteria Haven
The 3-bedroom Wisteria Haven Villa Osterville entices guests to enjoy fishing and is located 4.5 km from such natural sites as Grand Island.
Pet Friendly Vacation Rentals Osterville
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Beach access
On Cape Time - Family Friendly Relaxing Escape
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Hosting up to 8 guests, On Cape Time - Family Friendly Relaxing Escape Villa Osterville is nestled in a residential area, 3.1 km from Grand Island. Guests can enjoy fishing at this 2-bathroom villa, located 15 minutes by car from Toad Hall Classic Sports Car Museum.
On Cape Time - Family Friendly Relaxing Escape
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
On Cape Time - Family Friendly Relaxing Escape
Hosting up to 8 guests, On Cape Time - Family Friendly Relaxing Escape Villa Osterville is nestled in a residential area, 3.1 km from Grand Island. Guests can enjoy fishing at this 2-bathroom villa, located 15 minutes by car from Toad Hall Classic Sports Car Museum.
2 Mi To Dowses Beach! Couples Haven In Osterville
- Cookware/ Kitchen utensils
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Car park
Charges may apply
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Sun loungers
2 Mi To Dowses Beach! Couples Haven In Osterville villa is located a 10-minute drive from Skunknett River Wildlife Sanctuary and invites guests to enjoy a terrace.
2 Mi To Dowses Beach! Couples Haven In Osterville
- Cookware/ Kitchen utensils
-
Car park
Charges may apply
- Express check-in/ -out
- Flat-screen TV
- Ironing facilities
- Sun loungers
2 Mi To Dowses Beach! Couples Haven In Osterville
2 Mi To Dowses Beach! Couples Haven In Osterville villa is located a 10-minute drive from Skunknett River Wildlife Sanctuary and invites guests to enjoy a terrace.
Cape Cod Retreat, Osterville Beach Pass
- Free parking
- Air conditioning
- Flat-screen TV
- Terrace
Cape Cod Retreat, Osterville Beach Pass villa enjoys a convenient location, a 10-minute drive from Armstrong-Kelley Park, and offers guests to unwind in a hot tub.
Cape Cod Retreat, Osterville Beach Pass
- Free parking
- Air conditioning
- Flat-screen TV
- Terrace
Cape Cod Retreat, Osterville Beach Pass
Cape Cod Retreat, Osterville Beach Pass villa enjoys a convenient location, a 10-minute drive from Armstrong-Kelley Park, and offers guests to unwind in a hot tub.
Osterville Vacation Rentals Oceanfront
Olde Millie - Ost - Omr34
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Olde Millie - Ost - Omr34 Villa Osterville is nestled just a 6-minute walk from Armstrong-Kelley Park and can accommodate up to 6 guests. Located 2.4 km from Skunknett River Wildlife Sanctuary, this 2-bathroom villa provides Wi-Fi and a private parking lot.
You will find cycling and fishing on-site.
Olde Millie - Ost - Omr34
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Flat-screen TV
- Tea and coffee facilities
- Heating
Olde Millie - Ost - Omr34
Olde Millie - Ost - Omr34 Villa Osterville is nestled just a 6-minute walk from Armstrong-Kelley Park and can accommodate up to 6 guests. Located 2.4 km from Skunknett River Wildlife Sanctuary, this 2-bathroom villa provides Wi-Fi and a private parking lot.
You will find cycling and fishing on-site.
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Guest favorite
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Beach access
Capricorn House
- Heating
- Terrace
The 7-room Capricorn House Apartment Oak Bluffs enjoys a convenient location and provides easy access to the historic East Chop Lighthouse about 25 minutes' walk away.
Capricorn House
- Heating
- Terrace
Capricorn House
The 7-room Capricorn House Apartment Oak Bluffs enjoys a convenient location and provides easy access to the historic East Chop Lighthouse about 25 minutes' walk away.
Portside Tavern
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Sun terrace
The 5-room Portside Tavern Hyannis apartment boasts a convenient setting and in only a 6-minute walk from John F Kennedy Hyannis Historical Museum. Guests can make use of Wi-Fi for both business and leisure purposes.
Portside Tavern
- Cookware/ Kitchen utensils
- Free parking
- VIP check-in/ -out
- Air conditioning
- Bar/ Lounge area
- Sun terrace
Portside Tavern
The 5-room Portside Tavern Hyannis apartment boasts a convenient setting and in only a 6-minute walk from John F Kennedy Hyannis Historical Museum. Guests can make use of Wi-Fi for both business and leisure purposes.
Osterville Vacation Rentals with Private Pool
Renovated & Sophisticated Home Near Beach & Shops!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Terrace
Ensuring a relaxing stay with a Jacuzzi, the 3-bedroom Renovated & Sophisticated Home Near Beach & Shops! Barnstable is situated around a 5-minute drive from Veterans Park Beach and can accommodate 8 guests.
Renovated & Sophisticated Home Near Beach & Shops!
- BBQ facilities
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Terrace
Renovated & Sophisticated Home Near Beach & Shops!
Ensuring a relaxing stay with a Jacuzzi, the 3-bedroom Renovated & Sophisticated Home Near Beach & Shops! Barnstable is situated around a 5-minute drive from Veterans Park Beach and can accommodate 8 guests.
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Best-rated
Thomas Sea Suites At Harbourtown
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Entertainment
Thomas Sea Suites At Harbourtown Plymouth is located within 300 metres of Spire Center for the Performing Arts and 5 minutes' walk from Artist Exposure Gallery. Wi-Fi and a private parking lot are provided for guests' utmost comfort.
Thomas Sea Suites At Harbourtown
- Cookware/ Kitchen utensils
- Free parking
- Express check-in/ -out
- Air conditioning
- Flat-screen TV
- Entertainment
Thomas Sea Suites At Harbourtown
Thomas Sea Suites At Harbourtown Plymouth is located within 300 metres of Spire Center for the Performing Arts and 5 minutes' walk from Artist Exposure Gallery. Wi-Fi and a private parking lot are provided for guests' utmost comfort.
Epic Downtown Newport Location W Parking
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Terrace
Offering city views, the 5-room Epic Downtown Newport Location W Parking Villa is situated merely 6 minutes' walk from Audrain Auto Museum.
Epic Downtown Newport Location W Parking
- Cookware/ Kitchen utensils
- Free parking
- Air conditioning
- Ironing facilities
- Tea and coffee facilities
- Terrace
Epic Downtown Newport Location W Parking
Offering city views, the 5-room Epic Downtown Newport Location W Parking Villa is situated merely 6 minutes' walk from Audrain Auto Museum.
Are you in a hurry?
Here is a quick list of Vacation Rentals in Osterville, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Osterville Odyssey |
9.0 / 10 (1 Reviews) |
From 562$ | |
| Capricorn House |
9.0 / 10 (171 Reviews) |
From 225$ | |
| Portside Tavern |
9.1 / 10 (57 Reviews) |
From 200$ | |
| Renovated & Sophisticated Home Near Beach & Shops! |
9.5 / 10 (46 Reviews) |
From 227$ | |
| Thomas Sea Suites At Harbourtown |
9.2 / 10 (110 Reviews) |
From 402$ |
Frequently Asked Questions
Which Osterville vacation rentals offer a beach proximity?
The Osterville Gem is steps away from Osterville Main Street and a short walk to Dowses Beach, making it perfect for beach lovers. Couples can also enjoy the Couples Haven, only 2 miles from Dowses Beach, ensuring quick access to the water.
Visit Dowses Beach early in the morning to find free parking and enjoy quieter spots on the sand.
What vacation rentals in Osterville have pet-friendly options?
Osterville Retreat offers air conditioning, Wi-Fi, and is pet-friendly, making it ideal for travelers with furry friends. Additionally, Wisteria Haven provides a cozy atmosphere for you and your pet.
Choose accommodations that specify 'pet-friendly' to avoid any extra fees or restrictions when traveling with pets.
Which Osterville rentals are suitable for families?
On Cape Time is designed for families looking for a relaxing escape with family-friendly amenities. Walk To Shops & Dining: Cozy Osterville Cottage is great for families wanting to be near dining and shopping options.
Reserve family accommodations close to popular attractions, such as Osterville Main Street, to minimize travel time for kids.
Are there vacation rentals in Osterville with kitchens?
Capricorn House and Renovated & Sophisticated Home Near Beach & Shops! include kitchens, making it easier for families to prepare meals. This can help save on dining costs during your stay.
Plan grocery shopping for weekdays at local markets to find fresh produce and lower prices compared to weekends.
Which rentals in Osterville are ideal for special occasions?
Osterville Odyssey provides elegant surroundings for special moments, while the Osterville Gem offers a cozy vibe for romantic getaways. Both have comfortable amenities for memorable stays.
Plan surprise dinners at nearby restaurants like the Portside Tavern to celebrate occasions during your stay.
What vacation rentals in Osterville offer outdoor spaces?
Many rentals, such as the Quiet 2Br Retreat, provide outdoor areas for relaxation. Guests can enjoy fresh air and outdoor dining options in their private space.
Enjoy outdoor activities during the mild evenings, ideally after 5 PM, to take advantage of cooler temperatures and beautiful sunsets.
Which Osterville rentals are cost-effective for a longer stay?
Osterville Retreat offers flexible rates for extended stays, and Walk To Shops & Dining: Cozy Osterville Cottage is budget-friendly for families requiring longer accommodations.
Consider booking during off-peak seasons, like early spring, for better rates on extended stays.
What unique events can I attend in Osterville during my visit?
During the summer, the Osterville Village Library hosts summer activities, including story times and craft fairs. These events are perfect for families looking to engage with the community.
Plan your visit for July to enjoy summer festivals, where you can experience local arts and crafts along with delicious food.
How can I get to Osterville from the nearest airport?
You can reach Osterville from Barnstable Municipal Airport by taxi, which takes about 15-20 minutes. Alternatively, rideshare apps are also available for convenience.
Book rides in advance, especially on weekends, to avoid long wait times at the airport.
What is the best way to get around Osterville to explore attractions?
Osterville is best explored by car, with easy access to local attractions via Main Street. Biking is also a popular choice for shorter distances.
Consider taking a bike rental along Main Street for an enjoyable tour while stopping at various shops and local eateries.