A house by a lake with boats.

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Check availability on Osterville Romantic Hotels

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Osterville romantic hotels

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
9.8 out of 10, Exceptional, (118 reviews)
"perfect for couples, clean and pet friendly"
Canada
Jonathan
The price is AED 824
AED 1,645 total
includes taxes & fees
10 Aug - 11 Aug
Stay in a TINY HOUSE!★0.4mi to Beach★Village★Restaurants★Pet Friendly ★ 2 bikes!
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, (64 reviews)
"Properly was very clean, supplied with everything we needed. Welcoming for dogs, no reissued from previous pets. Communication was excellent. Loved the welcoming touches of lights, chocolates, books and games. Thank you"
United States
Lucy D.
The price is AED 1,527
AED 3,350 total
includes taxes & fees
23 Aug - 24 Aug
Starfish Cottage★0.4mi walk Beach & Village★Pet Friendly★Bikes★Fireplace★Firepit
Beach nearby, sun loungers, beach towels

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

Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Dennis
10.0 out of 10, Exceptional, (34 reviews)
"Nice, quiet neighborhood location. "
United States
Jennifer S.
The price is AED 1,223
AED 2,678 total
includes taxes & fees
31 Jul - 1 Aug
Walk to DennisPort Beaches 4 min.Bars and restaurants 2min walk.Perfect Location
Property grounds

Charming 18th century cottage with its own beachfront on Scargo Lake near bay

Charming 18th century cottage with its own beachfront on Scargo Lake near bay
Dennis
9.8 out of 10, Exceptional, (18 reviews)
"We enjoyed our visit to Dennis and our stay here. It was within walking distance to the beach and places to grab a bite to eat. "
United States
Bruno M.
The price is AED 1,469
AED 3,094 total
includes taxes & fees
20 Aug - 21 Aug
Charming 18th century cottage with its own beachfront on Scargo Lake near bay
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 621
AED 958 total
includes taxes & fees
29 Jul - 30 Jul
Mariner Motor Lodge- "Where People Come By Choice And Not By Chance".
Beach nearby

Barefoot Walk to Beaches • Extended Family Friendly • Fast WiFi • Pet Friendly

Barefoot Walk to Beaches • Extended Family Friendly • Fast WiFi • Pet Friendly
Hyannis
9.6 out of 10, Exceptional, (52 reviews)
"We had a great trip and stay. The location is perfect for walking to three different beaches but still on a quiet, shady street. The house was well stocked and included a shed full of everything we could need for our beach days. "
United States
Julia H.
The price is AED 4,843
AED 8,258 total
includes taxes & fees
22 Aug - 23 Aug
Barefoot Walk to Beaches • Extended Family Friendly • Fast WiFi • Pet Friendly
Smart TV, DVD player

The Seashell Cove - Martha's Vineyard

The Seashell Cove - Martha's Vineyard
Katama
9.8 out of 10, Exceptional, (28 reviews)
"Nice and clean house, good location on the island, nice neighborhood "
United States
Eric C.
The price is AED 2,810
AED 4,525 total
includes taxes & fees
29 Jul - 30 Jul
The Seashell Cove - Martha's Vineyard
Beach nearby

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL

New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
Little Neck Bay
9.6 out of 10, Exceptional, (50 reviews)
"A wonderful home in a fabulous setting. The home has spacious & well laid out with a variety of beautiful outdoor spaces. Comfortable, with sufficient spaces inside and out; everyone had space to enjoy the property. We stayed for a week and never tired of the outdoor views. Convenient to great shopping and excellent beaches."
United States
Eric S.
The price is AED 2,847
AED 5,402 total
includes taxes & fees
31 Jul - 1 Aug
New Seabury Home with Private Dock close to Beach, Golf Tennis, BOAT OPTIONAL
On the beach, sun loungers, beach towels

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!

Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Oak Bluffs
9.8 out of 10, Exceptional, (59 reviews)
"Property was well taken care of, very clean with great location!"
United States
Stephanie
The price is AED 2,268
AED 3,949 total
includes taxes & fees
4 Aug - 5 Aug
Beautiful Beachfront “Oasis by the Sea” in the Heart of Oak Bluffs!
Exterior

Beautiful Estate with salt water pool & pond with kayaks

Beautiful Estate with salt water pool & pond with kayaks
Oak Bluffs
10.0 out of 10, Exceptional, (1 review)
"I can’t say enough about this beautiful property. pictures don’t do any justice for this piece of heaven. The flowers were everywhere , it’s so apparent that the property owners take such pride in this beautiful property. The place was spotless when we walked in the door. We met the owners on arrival , they surprised us with a beautiful ballon to celebrate my 50th birthday. My family enjoyed the pool and the fun Tiki. The outdoor fireplace was inviting after the sun went down. I was a little...
United States
Miriam D.
The price is AED 14,692
AED 20,908 total
includes taxes & fees
29 Jul - 30 Jul
Beautiful Estate with salt water pool & pond with kayaks
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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Top Osterville Hotel Reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

8/10 Good
"Loved this hotel. The front desk staff was fantastic - specifically Maria - and the location is ideal. However the housekeeping staff was rarely seen. We stayed for 5 nights and the room was only cleaned two of those days despite us following up with phone calls to request service. Overall a good stay and I’d recommend this for families."
Margaret 5-night trip
Posted 4 hours ago
Hyannis Harbor Hotel

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.

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