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Compare 153 Apartments in Osterville with updated reviews, rates, and availability.

Charming studio with amazing location near town & beach

2.0 star property
9.6 out of 10, Exceptional, (4)
Charming studio with amazing location near town & beach

Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

9.6 out of 10, Exceptional, (78)
"This apartment was a great location to walk to the shops and restaurants in Oak Bluffs. We typically don't rent 1 bed/1 bath properties but we would rent this one again. It was very large and very clean and comfortable. The morning sun, coming in from over the ocean was beautiful each morning and we could sit out on the balcony with our coffee and people watch. We rented a car, only to explore the rest of the island and that, too, was a convenient walk, less than a block away. All in all,...
The price is AED 1,102
AED 1,957 total
includes taxes & fees
1 Mar - 2 Mar
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

Beachside Village Resort

3.0 star property
9.2 out of 10, Wonderful, (89)
"Enjoyed this location."
Beachside Village Resort

Newly Renovated Apartment in the heart of Edgartown on the Bike Path!

8.6 out of 10, Excellent, (27)
"We stayed here for two nights for a wedding, and it was the perfect location. Clean, bright, and comfortable. "
Newly Renovated Apartment in the heart of Edgartown on the Bike Path!

Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!

10.0 out of 10, Exceptional, (23)
"Very sweet place for short-term stay. Once on the island, owner was very communicative. The listing is accurate - if you want to cook meals, keep in mind that there is no stove, hot-plate, or toaster, so it worked for us for a weekend (although would have loved a toaster!) The only reason for the 4 stars on cleanliness was because there was a pair of socks from previous renter left in the bathroom, but otherwise clean! It was great with our dog - very comfortable, not overly precious but still...
Bright clean apartment w/free use of car w/private beach sticker. Pet friendly!

Central 2nd-floor apartment with propane stove, grill, W/D, & great location

8.0 out of 10, Very Good, (11)
"On the good side, the location was even better than anticipated. Easy to walk to shops and restaurants. Parking was easy and directions to enter were good enough. In the unit, the kitchen and living room were nice and spacious, as pictured. Most convenience items were supplied. However, we were disappointed with the pervasive mildewy old house smell. It was less pronounced in the unit than in the stairway but bad enough that it lingered on our clothes after leaving. As others have mentioned, the...
Central 2nd-floor apartment with propane stove, grill, W/D, & great location

Great Comfortable Private Studio

10.0 out of 10, Exceptional, (26)
"It was a perfect place while i attended a conference for a few days in Hyannis. "
Great Comfortable Private Studio

Cozy updated 2-bedroom Apt. close to shopping, restaurants, 2 miles to beaches.

10.0 out of 10, Exceptional, (3)
"The house is cute, very clean and nicely decorated. It looks just as in the photos that are listed online. The communication with the host was easy. We enjoyed our time in Cape Cod! "
Cozy updated 2-bedroom Apt. close to shopping, restaurants, 2 miles to beaches.

Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

9.8 out of 10, Exceptional, (93)
"Overall it was a good stay. Location is perfect. All appliances in place. All clean with 1 exception: Outdoor shower was dirty with leaves and garbage. We didn’t use it. Alla"
Luxury Romantic 'Studio by the Beach' Free WiFi, Central Air and Heat

Brand new! Lovely apartment-Vineyard Haven

9.8 out of 10, Exceptional, (17)
"Normally, I rent a large house with two or three couples; but this year we decided to take a last minute trip to MV for the Labor Day (2024) weekend. I was pleased to find a place at such short notice and at a reasonable price. This place did not disappoint! It is brand new, had everything that we needed; including a washer and dryer, beach chairs, and linens. We were close to downtown Vineyard Haven. We were sorry we didn’t have more time to spend there, but would definitely come back again....
Brand new! Lovely apartment-Vineyard Haven

Steps to the Beach and Heated Pool!

Steps to the Beach and Heated Pool!

Ocean Club on Smugglers Beach - February Winter vacation week on Cape Cod

Ocean Club on Smugglers Beach - February Winter vacation week on Cape Cod

Walk To Beaches, Main Street, and Harbor. 1BR Cottage. Quiet Area. Captain Gosnold Village 16B

9.2 out of 10, Wonderful, (25)
"Excellent procedure and cottage "
Walk To Beaches, Main Street, and Harbor. 1BR Cottage. Quiet Area. Captain Gosnold Village 16B

Escape to Buzzards Bay, just steps away from Cape Cod Canal

Escape to Buzzards Bay, just steps away from Cape Cod Canal

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

9.8 out of 10, Exceptional, (28)
"I plan to return"
The price is AED 731
AED 1,871 total
includes taxes & fees
18 Feb - 19 Feb
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location

Studio Apartment at The Shire - Cape Cod

10.0 out of 10, Exceptional, (13)
"We were thoroughly impressed with the accommodations and host support! The place was spotless, warm, inviting and nicely located. Our host bent over backwards to ensure a great stay, and we couldn't be happier. We highly recommend this with great confidence."
Studio Apartment at The Shire - Cape Cod

Studio COTTAGE # 2- WALK to Keyes Memorial BEACH Barnstable- Hyannis

7.6 out of 10, Good, (5)
"Manager Amanda was very helpful and attentive. Would stay again. Old but clean and near beach, ferry and nice dining."
Studio COTTAGE # 2- WALK to Keyes Memorial BEACH Barnstable- Hyannis

Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

8.4 out of 10, Very Good, (20)
"Perfect for a weekend on the Cape for an event at the Cape Cod fairgrounds."
Near Old Silver Beach Falmouth-Private entrance, private bedroom & shared bath

Great Couples Summer Getaway

10.0 out of 10, Exceptional, (61)
"The property situated over a garage is quiet and peaceful. The windows look directly into a tree lined canopy. The space is larger than I imagined and provided a wonderful home base to travel to all areas of the Cape. The hosts were great. We’ll be back!!"
Great Couples Summer Getaway

⭐ The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! ⭐

9.8 out of 10, Exceptional, (16)
"My family and I stayed at this property for a few days around the holiday. Arrival and check-in was seamless, with the host allowing us to get in an hour early due to some previous plans in the area. Our two college kids enjoyed having space to spread out, and even met local friends at Mark Anthony’s right next-next door. It was bitterly cold the weekend we were there, and there was some ice on the steps. A quick message to the host with a very speedy reply to say that ice melt should’ve been...
⭐ The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! ⭐
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Osterville

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (311)
"Tired unit. Primary bath water closet leaked around base. No soap or paper towels. "
The price is AED 502
AED 574 total
includes taxes & fees
23 Feb - 24 Feb
The Club at New Seabury

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (221)
"We had a good time. I've been stayed my at The Cove since I was a small child. The rooms are so nice these days. The bed is rather uncomfortable though. And check out is now 10:00am, which feels very early to us. And it wasn't as obvious as you'd think it would be."
The price is AED 453
AED 518 total
includes taxes & fees
23 Feb - 24 Feb
The Cove At Yarmouth

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (97)
"Spacious, clean, comfortable"
The price is AED 511
AED 584 total
includes taxes & fees
27 Feb - 28 Feb
Brewster Green Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like to stay at an apartment in Osterville?
There are plenty of places to stay in Osterville with 74 accommodations. Though there aren’t many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like vacation homes, condos, or cabins.
How do you know if an apartment is the best choice for your stay?
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families wanting the conveniences of home.
What's the top apartment for my stay in Osterville?
Here is a favorite apartment in the area: Beachside Village Resort: Located in Falmouth, 13.3 mi/21.5 km from Osterville. Includes free WiFi and outdoor space. Onsite laundry facilities and a seasonal outdoor pool are on site.
What can I expect from the weather in Osterville?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Osterville. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 37°F. Average annual precipitation for Osterville is 52 inches.
What are the must-see places to visit in Osterville?
Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. In the larger area, you’ll find Public Beach and Main Street.
What's the best way to get to and around Osterville?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 5.8 mi (9.4 km) away from the heart of the city. Otherwise, look for flights into Vineyard Haven, MA (MVY-Martha’s Vineyard), which is 20.2 mi (32.5 km) away. If you’d like to explore around the area, you may want a rental car for your journey.