Cottage
10.0(2 Reviews)
2 Bedrooms
3 Guests
Oceanfront
Parking
Ocean View
Balcony/Terrace
AU $780/Night
7 Nights - AU $5,463
Osterville Villa Rentals
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Compare Villas, Resorts, & Rentals in Osterville
10.0
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
Internet
Security/Safety
AU $559/Night
7 Nights - AU $3,910
House
10.0(2 Reviews)
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
Kitchen
Air Conditioner
AU $671/Night
7 Nights - AU $4,696
Apartment
9.5(2 Reviews)
2 Bedrooms
4 Guests
Private Beach
Breakfast- Parking
- Ocean View
AU $180/Night
7 Nights - AU $1,263
House
10.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Ocean View
- Balcony/Terrace
View
AU $657/Night
7 Nights - AU $4,599
House
9.6(4 Reviews)
2 Bedrooms
5 Guests
- Kitchen
- Air Conditioner
- Internet
TV
AU $679/Night
7 Nights - AU $4,751
Cottage
8.8(14 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $670/Night
7 Nights - AU $4,693
House
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $1,214/Night
7 Nights - AU $8,497
New
House
2 Bedrooms
4 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
AU $607/Night
7 Nights - AU $4,249
Luxury Places to Stay in Osterville
Over 163+ Luxury Places to Stay in or Near Osterville
House
10.0(2 Reviews)
6 Bedrooms
12 Guests
Private Pool- Oceanfront
Hot Tub- Parking
AU $9,092/Night
7 Nights - AU $63,642
House
10.0(3 Reviews)
6 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
Pool
AU $7,621/Night
7 Nights - AU $53,349
House
10.0(1 Review)
5 Bedrooms
18 Guests
- Parking
- Pool
- Balcony/Terrace
- Kitchen
AU $6,358/Night
7 Nights - AU $44,506
House
10.0(3 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Pool
- Air Conditioner
AU $6,352/Night
7 Nights - AU $44,464
House
9.4(13 Reviews)
11 Bedrooms
22 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $5,998/Night
7 Nights - AU $41,984
House
Waterfront Estate in Prestigious Osterville | Private Beach, Pool & Hot Tub and Central AC-Sleeps 15
9.8(6 Reviews)
6 Bedrooms
15 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $4,380/Night
7 Nights - AU $30,663
House
9.4(10 Reviews)
4 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $4,000/Night
7 Nights - AU $28,001
House
10.0(1 Review)
6 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $3,781/Night
7 Nights - AU $26,468
House
10.0(9 Reviews)
8 Bedrooms
20 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $3,318/Night
7 Nights - AU $23,224
Top-Rated Villas with a Pool in Osterville
Over 36+ Top-Rated Private Villas with a Pool in or Near Osterville
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $2,801/Night
7 Nights - AU $19,610
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $2,395/Night
7 Nights - AU $16,766
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $893/Night
7 Nights - AU $6,249
House
9.8(48 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $2,486/Night
7 Nights - AU $17,400
House
9.8(36 Reviews)
7 Bedrooms
10 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $2,483/Night
7 Nights - AU $17,377
House
9.6(4 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $826/Night
7 Nights - AU $5,782
AU $1,180/Night
7 Nights - AU $8,261
House
8.4(5 Reviews)
4 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $678/Night
7 Nights - AU $4,744
House
8.0(1 Review)
3 Bedrooms
8 Guests
- Parking
- Pool
- Balcony/Terrace
- View
AU $602/Night
7 Nights - AU $4,211
Pet-Friendly Villas in Osterville
Over 49+ Pet-Friendly Private Villas in or Near Osterville
House
10.0(9 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $579/Night
7 Nights - AU $4,052
House
1 Bedroom
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $1,371/Night
7 Nights - AU $9,599
House
10.0(3 Reviews)
4 Bedrooms
11 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $1,426/Night
7 Nights - AU $9,983
AU $832/Night
7 Nights - AU $5,823
House
10.0(3 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $1,370/Night
7 Nights - AU $9,589
House
10.0(2 Reviews)
4 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $1,074/Night
7 Nights - AU $7,521
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $1,781/Night
7 Nights - AU $12,469
House
9.8(12 Reviews)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $719/Night
7 Nights - AU $5,031
House
9.8(7 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $2,091/Night
7 Nights - AU $14,637
Large Private Villas in Osterville
Over 33+ Large Villas in or Near Osterville for Groups and Families
House
10.0(2 Reviews)
6 Bedrooms
15 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $1,768/Night
7 Nights - AU $12,379
House
9.8(93 Reviews)
4 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,706/Night
7 Nights - AU $11,945
House
9.8(7 Reviews)
5 Bedrooms
12 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $2,170/Night
7 Nights - AU $15,192
House
9.6(21 Reviews)
4 Bedrooms
12 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $901/Night
7 Nights - AU $6,305
House
9.6(4 Reviews)
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
AU $1,408/Night
7 Nights - AU $9,857
House
9.4(18 Reviews)
5 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $1,122/Night
7 Nights - AU $7,854
House
7 Bedrooms
12 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $2,751/Night
7 Nights - AU $19,256
House
5 Bedrooms
10 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $2,593/Night
7 Nights - AU $18,153
House
4 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
AU $2,475/Night
7 Nights - AU $17,324
Wheelchair Accessible Holiday Homes in Osterville
Over 1+ Wheelchair Accessible Villas and Holiday Homes in or Near Osterville
House
5.0(3 Reviews)
3 Bedrooms
6 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $645/Night
7 Nights - AU $4,512
Osterville Villas, Airbnb and Holiday Homes Under $200
Over 1+ Osterville Private Villas, Airbnb and Holiday Homes Under $200
Apartment
10.0(4 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $211/Night
7 Nights - AU $1,474
Instantly Bookable Villa Rentals in Osterville
Over 61+ Instantly Bookable Private Villas in or Near Osterville
New
Apartment
2 Bedrooms
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
AU $334/Night
7 Nights - AU $2,335
House
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $290/Night
7 Nights - AU $2,031
House
10.0(26 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $737/Night
7 Nights - AU $5,159
House
10.0(22 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $1,311/Night
7 Nights - AU $9,179
House
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
AU $647/Night
7 Nights - AU $4,530
House
10.0(1 Review)
3 Bedrooms
8 Guests
- Balcony/Terrace
Child Friendly
Laundry
Barbecue/Outdoor Cooking
AU $661/Night
7 Nights - AU $4,625
House
9.4(13 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $853/Night
7 Nights - AU $5,971
House
9.4(3 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
AU $988/Night
7 Nights - AU $6,916
House
9.0(2 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- View
AU $806/Night
7 Nights - AU $5,640
Book a Last Minute Place to Stay in Osterville
About Osterville Vacation Rentals
There are more than 172 incredible getaway rentals that are available in Osterville. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Osterville.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Osterville, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Osterville. Places to stay near Osterville are 1094.37 ft² on average, with prices averaging AU $1,660 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Osterville. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Osterville, MA
Hotels in Osterville and 165 rentals
- Prices for a holiday home in Osterville start at AU $180
- Top rated vacation home in Osterville is Osterville~Newly Renovated with central AC and beach pass
- Most popular short term in Osterville is BEAUTIFUL and PRIVATE OSTERVILLE HOME, LARGE GAME ROOM, AC,PARKING
- Cheapest place to stay in Osterville is Quiet 2BR Retreat - In-Unit WD - Free Beach Pass
- Most expensive holiday rental in Osterville is The Ultimate Cape Cod luxury home. Dock, pool, hot tub and views! RPMS104
Recently Booked Hotels, Resorts, or Rentals in Osterville
Frequently Asked Questions About Osterville?
What are the top hotels or resorts in Osterville?
We provide an array of great vacation destinations in Osterville. If you are looking to stay in or around the Osterville area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Osterville:
- Osterville~Newly Renovated with central AC and beach pass
- Beach pass included Modern 3BR Osterville retreat, walkable to village center
- Rare Osterville Waterfront Compound - Private Beach, Dock, Hot Tub & Sunset View
- Peaceful Cottage in the Heart of Osterville Village Walk to Shops & Restaurants
- New Luxury Renovation in Prime Osterville Village: Five Bedrooms, Sleeps 10
- Osterville pool rental near beach. Back yard paradise! RPMS138
- Sea View Ave Brand New Construction - Pool Hot tub Tennis Court
- 5 minutes to beach, newly redone house w hot tub/screening room in osterville
- In the Heart of Osterville Village, Newly renovated, Pets considered RPMS087
- Osterville - close to town & beach, AC, beach pass
How many vacation rentals have private pools in Osterville?
We have 23 luxury villas and vacation rentals featuriung a private pool in and near Osterville. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Osterville is best for families?
Searching for a family-friendly getaway in Osterville? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Osterville?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 172 in the Osterville area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Osterville.
