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Check availability on Osterville Romantic Hotels

This weekend
5 Jun - 7 Jun
Next weekend
12 Jun - 14 Jun

Our top choices for Osterville romantic hotels

Exterior detail

Charming Antique Boathouse Located Directly On Long Pond.

Charming Antique Boathouse Located Directly On Long Pond.
Plymouth
9.8 out of 10, Exceptional, (112 reviews)
"The hosts were very accommodating. Our arrival was late, and it was easy to get into the boathouse."
United States
Mark P.
The price is AED 845
AED 1,338 total
includes taxes & fees
7 Jun - 8 Jun
Charming Antique Boathouse Located Directly On Long Pond.
Beach

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!

Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Dennis
9.6 out of 10, Exceptional, (114 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is AED 441
AED 1,152 total
includes taxes & fees
5 Jun - 6 Jun
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
Property grounds

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced

Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
New Seabury
8.6 out of 10, Excellent, (91 reviews)
"This was the perfect home for our weekend getaway! Joyce was wonderful to work with. Perfect location and beautiful home, just what we needed!"
United States
Courtney R.
The price is AED 1,102
AED 2,283 total
includes taxes & fees
4 Jun - 5 Jun
Charming Beach Cottage, Steps To Beach; Ocean Views, Reasonably Priced
Exterior

Spacious and Bright , Very Close to Beach!

Spacious and Bright , Very Close to Beach!
Onset
9.6 out of 10, Exceptional, (24 reviews)
"Amazing location, clean, spacious suite, great communication with the host, overall a great experience! "
United States
Bernadette C.
The price is AED 988
AED 1,994 total
includes taxes & fees
4 Jun - 5 Jun
Spacious and Bright , Very Close to Beach!
Exterior

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

The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Onset
9.8 out of 10, Exceptional, (28 reviews)
"This place is beautiful, so clean and close to great restaurants and a clean and beautiful beach. We went to celebrate a birthday and it was perfect! "
United States
Larisa
The price is AED 915
AED 1,900 total
includes taxes & fees
4 Jun - 5 Jun
The Seaview Suite: GREAT VIEWS, VERY CLOSE TO BEACH!
Interior

Mariner Motor Lodge- "Where People Come By Choice And Not By Chance".

Mariner Motor Lodge- "Where People Come By Choice And Not By Chance".
Yarmouth
7.8 out of 10, Good, (16 reviews)
"Very convienent area to stay"
United States
ELISABETH R.
The price is AED 1,102
AED 1,581 total
includes taxes & fees
4 Jul - 5 Jul
Mariner Motor Lodge- "Where People Come By Choice And Not By Chance".
TV, fireplace, books

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Oak Bluffs
9.0 out of 10, Wonderful, (4 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
United States
Karen M.
The price is AED 1,488
AED 3,541 total
includes taxes & fees
10 Jun - 11 Jun
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
Terrace/patio

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets

★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
West Brewster
10.0 out of 10, Exceptional, (27 reviews)
"The cottage is immaculate, has every amenity you would want and the host is very responsive. We absolutely loved our stay!"
United States
Katrina W.
The price is AED 1,421
AED 3,383 total
includes taxes & fees
7 Jun - 8 Jun
★Waterfront & On Bike Path★Firepit ★Private beach★Bikes★Kayaks★Sm.Pet OK💥Sunsets
Terrace/patio

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard

★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Bass River
10.0 out of 10, Exceptional, (109 reviews)
"Nice quiet neighborhood but close to a lot of different attractions. The home was perfect for our needs."
United States
Ryan T.
The price is AED 1,219
AED 3,086 total
includes taxes & fees
11 Jun - 12 Jun
★ WATERFRONT ★ HOT TUB ★ Kayaks & SUP’s ★ Pets OK ★ King bed ★ Dock ★ Big yard
Smart TV, fireplace, books

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit

Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Dennis
9.8 out of 10, Exceptional, (59 reviews)
"Amazing property! Great location - able to walk to restaurants and very close to beaches. We loved that it was on a quiet street and we were able to bring our dog. House was also stocked with a ton of amenities and very much felt like we were right at home! "
United States
Christine G.
The price is AED 867
AED 2,463 total
includes taxes & fees
10 Jun - 11 Jun
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
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.
View all properties

Top Osterville Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Beautiful property and clean!"
Michelle 1-night trip
Posted 2 hours ago
Bayside Resort Hotel

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Frequently asked questions

Searching for romantic hotels in Osterville?
If you and your partner need a romantic escape, we've got just the ticket. If you want to explore the area, you might head to Cape Cod Beaches, Stand Up & Paddle Cape Cod, or Dowses Beach. If you're interested in staying near a certain attraction, you can sort by neighborhood or distance to top landmarks, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Osterville?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures 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 is there to do in Osterville?
There's nothing better than seeing a new destination with your sweetheart, so consider taking time to discover all that Osterville has to offer. You might consider a visit to Cape Cod Beaches, Stand Up & Paddle Cape Cod, or Dowses Beach.
What's the best way to get to Osterville and around town during my romantic getaway?
This information about transportation options in Osterville might help your romantic trip get off to a smooth start: To get to Osterville, book a flight to Hyannis, MA (HYA-Barnstable Municipal), which is the closest major airport, located 5.8 mi (9.4 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.