Osterville Vacation Rentals - HomeToGo base64Hash Osterville Vacation Rentals - HomeToGo

Osterville Vacation Rentals

Find 548 available offers from 5 partners
Osterville
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Apartment
Bed and breakfast
Rating
4.5+
4+

Appreciate Cape Cod with Osterville vacation homes

Your comfortable vacation rental in Osterville, Massachusetts locates you in a charming seaside resort that blends small town affability with the sublime scenery of Cape Cod. The beach is never far away in this picturesque village, which is amply served with exciting seasonal events, especially for its size.

Show all 548 properties

Best Vacation Home Deals in Osterville

Save up to 72%

House Osterville
Dec 9 - Dec 16
-50%
$672
$334 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Centerville with Grill

Osterville, Barnstable, Massachusetts, United States
Details
Evolve
View deal
View deal
House Osterville
Dec 8 - Dec 15
-20%
$666
$534 per night
House ∙ 4 guests ∙ 2 bedrooms
Osterville, Barnstable, Massachusetts, United States
Details
Agoda
View deal
View deal
House Osterville
Dec 30 - Jan 6
-72%
$3,393
$950 per night
House ∙ 12 guests ∙ 5 bedrooms

House in New Seabury with Grill & Pool + Water Views

5.0
Outstanding (7 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Prescott White [Okemo & Cape Rentals]
View deal
View deal

Compare and find a vacation home matching your preferences among the 548 fantastic options from several partner websites in Osterville. By directly analyzing these accommodations, HomeToGo features the most economical offers as well as the most popular accommodations in Osterville.

Top-Rated Offers and Accommodations in Osterville

Book Vacation Rentals with the Highest User Rating

House Osterville
Aug 3 - Aug 10
$1,316 per night
House ∙ 8 guests ∙ 3 bedrooms

Fantastic House in Centerville with On-Site Parking

4.7
Excellent (63 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
Cottage Osterville
Aug 10 - Aug 17
$579 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Great Cottage in Centerville with Yard & Grill + Water View

4.6
Excellent (18 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 3 - Aug 10
$1,294 per night
House ∙ 6 guests ∙ 3 bedrooms

House in Centerville with Private Pool

5.0
Outstanding (5 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal

Recommended Vacation Rentals in Osterville

Find your perfect vacation rental in Osterville: from $248 per night

House Osterville
Dec 9 - Dec 16
$2,032 per night
House ∙ 24 guests ∙ 7 bedrooms

Beautiful House in Barnstable with Sauna, Patio & Yard

4.2
Very good (5 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
FlipKey
View deal
View deal
House Osterville
Aug 3 - Aug 10
$714 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Centerville with Yard & Grill

Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 3 - Aug 10
$924 per night
House ∙ 8 guests ∙ 3 bedrooms

Charming House in Centerville with Grill, Pool & Yard

4.5
Excellent (18 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 3 - Aug 10
$999 per night
House ∙ 4 guests ∙ 2 bedrooms

House in Barnstable with Private Patio + Garden Views

4.7
Excellent (55 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
Condo Osterville
Aug 3 - Aug 10
$429 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Wonderful Condo in Marstons Mills with Yard

4.8
Outstanding (43 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 3 - Aug 10
$1,296 per night
House ∙ 10 guests ∙ 4 bedrooms

House in Osterville with Yard & Grill

5.0
Outstanding (87 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 3 - Aug 10
$701 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Osterville with Free Parking

4.6
Excellent (14 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
Cottage Osterville
Aug 10 - Aug 17
$482 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Cottage in Centerville with Grill & Yard

5.0
Outstanding (58 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 2 - Aug 9
$1,435 per night
House ∙ 10 guests ∙ 4 bedrooms

Nice House in Centerville with Yard & Grill

5.0
Outstanding (33 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
See all offers

Budget-friendly Rentals in Osterville

Find Fantastic yet Inexpensive Rentals

House Osterville
Aug 3 - Aug 10
$794 per night
House ∙ 6 guests ∙ 3 bedrooms

Family Friendly Vacation Home in Osterville with Wood-Burning Fireplace

4.7
Excellent (6 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 10 - Aug 17
$558 per night
House ∙ 6 guests ∙ 2 bedrooms

Wonderful House in Hyannis with Grill & Yard

5.0
Outstanding (78 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal
House Osterville
Aug 3 - Aug 10
$420 per night
House ∙ 6 guests ∙ 3 bedrooms

Charming Vacation Home in Centerville with Grill

4.9
Outstanding (30 ratings)
Osterville, Barnstable, Massachusetts, United States
Details
Vrbo
View deal
View deal

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Osterville and book a vacation rental with air conditioning.

House  Osterville
Aug 24 - Aug 31
$1,455 per night
House ∙ 10 guests ∙ 4 bedrooms

Lovely Vacation Home in Centerville with Yard & Grill + Water Views + Close to Beach

5.0
Outstanding (79 ratings)
Osterville, Barnstable, Massachusetts, United States
Air conditioning
Details
Vrbo
View deal
View deal
House  Osterville
Aug 3 - Aug 10
$673 per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Cotuit with Grill

5.0
Outstanding (11 ratings)
Osterville, Barnstable, Massachusetts, United States
Air conditioning
Details
Vrbo
View deal
View deal
House  Osterville
Aug 3 - Aug 10
$1,921 per night
House ∙ 10 guests ∙ 3 bedrooms

House in Osterville with Private Pool

4.4
Very good (12 ratings)
Osterville, Barnstable, Massachusetts, United States
Air conditioning
Details
Vrbo
View deal
View deal
See all offers

Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Osterville with their own private patios and balconies.

House  Osterville
Dec 9 - Dec 16
$1,067 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Centerville with Grill

Osterville, Barnstable, Massachusetts, United States
Balcony
Details
WeNeedaVacation
View deal
View deal
House  Osterville
Aug 3 - Aug 10
$3,193 per night
House ∙ 12 guests ∙ 5 bedrooms

House in New Seabury with Pool & Grill + Water Views

5.0
Outstanding (13 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Details
Vrbo
View deal
View deal
House  Osterville
Aug 3 - Aug 10
$1,183 per night
House ∙ 5 guests ∙ 3 bedrooms

Pleasant Vacation Home in Centerville with Upper Balcony

4.0
Very good (6 ratings)
Osterville, Barnstable, Massachusetts, United States
Balcony
Details
Vrbo
View deal
View deal
See all offers

Vacation rentals with a fireplace

Get warm and cozy on cold winter nights in Osterville by booking a vacation home with a fireplace.

House  Osterville
Aug 3 - Aug 10
$966 per night
House ∙ 8 guests ∙ 3 bedrooms

House in New Seabury with Yard & Grill

4.9
Outstanding (62 ratings)
Osterville, Barnstable, Massachusetts, United States
Fireplace
Details
Vrbo
View deal
View deal
House  Osterville
Aug 3 - Aug 10
$1,386 per night
House ∙ 8 guests ∙ 3 bedrooms

Charming Vacation Home in Marstons Mills with Yard & Grill

5.0
Outstanding (10 ratings)
Osterville, Barnstable, Massachusetts, United States
Fireplace
Details
Vrbo
View deal
View deal
House  Osterville
Aug 3 - Aug 10
$998 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Centerville with Free Parking

Osterville, Barnstable, Massachusetts, United States
Fireplace
Details
Vrbo
View deal
View deal
See all offers

Popular Rental Amenities in Osterville

  • Pool (85)
  • Air conditioning (530)
  • Pet-friendly (145)
  • WiFi (552)
  • Kitchen (519)
  • Washing machine (455)
  • Parking (41)
  • TV (541)
  • No smoking (461)
  • Balcony/patio (29)
  • Grill (472)
  • Dishwasher (428)

Osterville is a great vacation destination if you want a property with a pool, as 16% of the accommodations there include one. In addition, more House rental have pools than any other accommodation type. They are a great choice if you go in a group of 3, as that is the number of people they can welcome on average. In Osterville, one-third of the properties with a pool are located close to the water.

The Weather in Osterville

max.
Min.

-4°
16 days 16
max.
Min.

-4°
17 days 17
max.
Min.

-1°
15 days 15
max.
Min.
13°
12 days 12
max.
Min.
19°
10°
14 days 14
max.
Min.
23°
14°
11 days 11
max.
Min.
27°
19°
10 days 10
max.
Min.
26°
18°
9 days 9
max.
Min.
23°
14°
10 days 10
max.
Min.
17°
14 days 14
max.
Min.
11°
12 days 12
max.
Min.

17 days 17
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Above are the weather conditions for Osterville. In the next 6 months, July will have higher average temperatures. No heat wave is expected in January, where minimum average temperatures usally hit a -4° low. Bring your umbrella in February, the rainiest month of the year!

7-Day Weather Forecast in Osterville

Wed., 6 Dec.

50%

0 h

21 km/h

Thu., 7 Dec.

0%

4 h

8 km/h

Fri., 8 Dec.

10%

1 h

6 km/h

Sat., 9 Dec.
11°

15%

3 h

3 km/h

Sun., 10 Dec.
13°
12°

15%

2 h

22 km/h

Mon., 11 Dec.

0%

3 h

15 km/h

Tue., 12 Dec.

0%

6 h

18 km/h

Where to find the best food in Osterville?

Seaside suppers on Cape Cod

In the summer, the farmers' market at Osterville groans heavily with the weight of juicy and delicious produce, grown locally. Come and check out the stalls, which are also packed with homemade cakes, cookies, and other goodies.

The coastal location of Osterville guarantees fresh fish in the restaurants that line the marina too.

What are the best activities for families in Osterville?

Water sports and seasonal festivals

Your whole family will adore sailing in Nantucket Sound, and will love the bike excursions along the coastal pathways.

Boating fans will be enamored of the marina's range of vessels, which you can easily charter and explore the area by sea. Don't miss the seasonal Village Days, which entail floats, food, and live music.

Information about vacation rentals in Osterville

🏡 Vacation rentals available 548 homes
💳 Possible discounts up to 62%
🌙 Nightly prices starting at $334
⭐ Popular amenities Pool, Air conditioning and Pets allowed
🐾 Pet friendly homes 144 homes
🏊 Vacation rentals with pools 85 homes

Frequently Asked Questions

What is the typical price of a vacation home in Osterville?

Accommodation prices in Osterville start at $334 per night.

What is the typical availability of House rental in Osterville?

June has the highest availability of House rental in Osterville, so you can expect plenty of selection, even for last-minute bookings.

What are the most popular vacation home amenities in Osterville?

Many travellers are searching for Pool, Air conditioning, and Pets allowed when booking a vacation home in Osterville.

How many House rental and Cottage can I find in Osterville?

Osterville has 548 House rental and Cottage available to book.

Are there pet-friendly vacation rentals in Osterville?

If you're travelling with a dog, over 26% of vacation rentals in Osterville are pet-friendly.

What's the best month to visit Osterville?

If you're looking for balmy weather, July and August are typically the hottest months in Osterville with temperatures around 27 °C. January and February in Osterville are the coldest, with -4 °C on average.

Top cities to visit

Show more

Vacation Destinations Near Osterville

Show more
image-tag