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Compare 155 Apartments in Osterville with updated reviews, rates, and availability.

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

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

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!
Quaint & Clean Cape Cod Loft
Room

Quaint & Clean Cape Cod Loft

10.0 out of 10, Exceptional, (13)
"the loft was impeccably clean and well kept! had a great stay and communication with owner."
Quaint & Clean Cape Cod Loft
Studio Apartment at The Shire - Cape Cod
Exterior

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
Beachside Village Resort by VRI Americas
Property grounds

Beachside Village Resort by VRI Americas

3.0 star property
9.2 out of 10, Wonderful, (88)
"Wonderful location, nice staff!"
Beachside Village Resort by VRI Americas
Walk To Beaches, Main Street, and Harbor. 1BR Cottage. Quiet Area. Captain Gosnold Village 16B
Room

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
Private bedroom with private bath near Old Silver Beach Falmouth
Exterior

Private bedroom with private bath near Old Silver Beach Falmouth

8.4 out of 10, Very Good, (20)
"Perfect for a weekend on the Cape for an event at the Cape Cod fairgrounds."
Private bedroom with private bath near Old Silver Beach Falmouth
Great Comfortable Private Studio
Exterior

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

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
Brand new! Lovely apartment-Vineyard Haven
Living area

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

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

Ocean Club on Smugglers Beach - February Winter vacation week on Cape Cod
Escape to Buzzards Bay, just steps away from Cape Cod Canal
Room

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
Beach

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 1,909 total
includes taxes & fees
26 Dec - 27 Dec
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.

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 1,561
AED 2,556 total
includes taxes & fees
26 Dec - 27 Dec
Walking Distance From Oak Bluffs Ferry Terminal With 180 Degree Ocean View.
Modern & Renovated Studio Condo (Steps to the Beach!) - Pool, WiFi, Free Parking
Comfy full size bed (sleeps up to 2) with a luxurious memory foam mattress.

Modern & Renovated Studio Condo (Steps to the Beach!) - Pool, WiFi, Free Parking

9.2 out of 10, Wonderful, (7)
"Clean, cute spot close to the beach. Nice furniture. Comfortable bed."
Modern & Renovated Studio Condo (Steps to the Beach!) - Pool, WiFi, Free Parking
Studio COTTAGE # 2- WALK to Keyes Memorial BEACH Barnstable- Hyannis
Exterior

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
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
Exterior

Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.

10.0 out of 10, Exceptional, (14)
"This location has it all and we had a wonderful time! A+"
Welcome to the Cape! Cute, quiet and clean apartment ready for your stay.
Oceanview Landmark Train Station in Monument Beach

Oceanview Landmark Train Station in Monument Beach

9.6 out of 10, Exceptional, (20)
"Thanks for a fantastic stay at the Train Station Monument Beach - a great base for exploring the Cape and surrounding parts of the coast. "
Oceanview Landmark Train Station in Monument Beach
Walk To Beaches, Main Street, and Harbor. 2BR Cottage. Quiet Area. Captain Gosnold Village 8AB
Living area

Walk To Beaches, Main Street, and Harbor. 2BR Cottage. Quiet Area. Captain Gosnold Village 8AB

9.4 out of 10, Exceptional, (18)
"Overall things were good. I wish there had been some additional instructions regarding things like what to do about garbage, and the dirty linens. My only real complaint is that the kitchen layout is pretty poor."
Walk To Beaches, Main Street, and Harbor. 2BR Cottage. Quiet Area. Captain Gosnold Village 8AB
⭐ The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH! ⭐
View from the deck!

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

9.8 out of 10, Exceptional, (15)
"Just as described in listing. Really enjoyed time on deck with water view."
⭐ 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

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower

9.4 out of 10, Exceptional, (38)
"We enjoyed the time spending there. That is mostly fit us well due to the circumstance for which we were there. My wife liked every minute of it and so did I; but I simply wish there were some coffee there, along with the coffee maker. So, I wouldn’t have to go out just for that, the first night we got there. "
Dog-friendly cape home with Wifi, deck, grill, fireplace, & outdoor shower
The Club at New Seabury
Outdoor pool

The Club at New Seabury

3.5 star property
9.0 out of 10, Wonderful, (307)
"accommodation was good but cleanliness could have been better. Not bad but some areas needed more attention. Good restaurant and bar service on Thursday. No restaurant available on Saturday."
The price is AED 576
AED 659 total
includes taxes & fees
26 Dec - 27 Dec
The Club at New Seabury
Edgewater Beach Resort, a VRI resort
Courtyard

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (255)
"We loved our stay! The 1 bedroom was very clean fully equipped with everything we needed. All the extras like soap for dishes , dishwasher towels for the pool. Pool area very clean beautiful grounds. Friendly staff. "
Edgewater Beach Resort, a VRI 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 76 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 by VRI Americas: Located 13.3 mi/21.5 km away in Falmouth. Free WiFi and outdoor space are included. 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.