The Best Romantic Hotels in Osterville, MA from AED 731 in 2026

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Our top choices for Osterville romantic hotels

A boat docked at a concrete pier with a sandy shore in the background.

A residential driveway with two parked cars, a gravel path, and a wooden deck with potted plants.

A patio with wicker chairs and a small table, a grassy yard, a wooden fence, and a view of a body of water.

A calm lake with kayaks lined up on the grass near the water's edge.

1. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

Seconsett Island

Kian S.

AED 643

AED 1,673 total

includes taxes & fees

18 Oct - 19 Oct

A two-story building with a balcony on the upper floor, large windows, and hanging plants.

A vending machine with snacks and an ice dispenser, and a Coca-Cola vending machine.

A hotel room with a bed, two bedside lamps, a nightstand, a sofa, and a wooden headboard.

An indoor swimming pool with lounge chairs, a wooden wall, and a ceiling with a grid pattern.

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

Yarmouth

ELISABETH R.

AED 441

AED 731 total

includes taxes & fees

14 Oct - 15 Oct

A beach with clear water and a sandy shore.

A house with a paved driveway leading to a wooden door, surrounded by trees and shrubs.

A living room with a sofa, chairs, a coffee table, and a large window with a view of the outdoors.

A spacious living room with a staircase, a large window, and a variety of furniture including a sofa, a coffee table, and a side table.

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

Little Neck Bay

cindy w.

AED 1,638

AED 3,809 total

includes taxes & fees

30 Oct - 31 Oct

A spacious living room with a large sectional sofa, a coffee table, and a patterned rug. There is a kitchen area with white cabinets and a dining table. A wooden staircase leads to an upper level.

A spacious kitchen with granite countertops, white cabinetry, and a stainless steel refrigerator.

A modern living room with a sectional sofa, a wooden coffee table, and a staircase.

A single-story house with a dark exterior, a blue door, and a small front porch.

4. Peaceful Cape Cod Escape, Dog-Friendly

Yarmouth

alex f.

AED 1,466

AED 3,250 total

includes taxes & fees

15 Oct - 16 Oct

A deck with outdoor furniture, a view of a lake, and a white railing.

A beach with a wooden boardwalk, a lifeguard tower, and a clear view of the ocean.

A dining area with a round table, patterned chairs, a blue rug, and a large abstract painting on the wall.

A modern kitchen with white cabinetry, a central island, and pendant lighting.

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

Bass River

Angela J.

AED 911

AED 2,695 total

includes taxes & fees

15 Oct - 16 Oct

A spacious kitchen with a central island, stainless steel appliances, and a dining area with a rug and chairs.

A modern kitchen with white cabinets, stainless steel appliances, and a large island with seating.

A two-story house with a covered patio area featuring a grill, outdoor furniture, and a large umbrella.

A living room with a large patterned rug, leather sofas, a dining table with chairs, and a flat-screen TV mounted on the wall.

6. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

Falmouth

Stephanie B.

AED 661

AED 1,913 total

includes taxes & fees

1 Nov - 2 Nov

A coastal town with houses along the beach and a view of the sea.

String lights come on at night on your deck entrance.

A modern kitchen with a central island, bar stools, and pendant lighting.

A beach with a white fence in the foreground and a pine tree in the middle.

7. Spacious and Bright , Very Close to Beach!

Onset

Brooke W.

AED 658

AED 1,588 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with wicker furniture and a fire pit, overlooking a calm lake and trees.

A dining area with a table set for four, a potted plant, and a view of a lake.

A white armchair with patterned cushions, a glass coffee table with books and a plant, and a view of the sea through a large window.

A living room with a fireplace, a television mounted above it, and a view of the beach through a window.

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

West Brewster

Katrina W.

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Top Osterville Hotel Reviews

Hyannis Travel Inn

8/10 Good

"Everything was good."

Margaritaville Resort Cape Cod

10/10 Excellent

"Amazing place."

Hyannis Harbor Hotel

10/10 Excellent

"Paying for parking"

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good

"I was surprised by how clean and well taken care of the hotel appeared to be. The breakfast was one of the better ones I have had lately. Very good deal for the money."

Sea Crest Beach Resort

8/10 Good

"We went for a September wedding and stayed one night. Perfect access to the beach and a short drive to town. Staff were amazing! Mostly updated but a few thing - doors especially- still need an upgrade."

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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Van Car Rentals in Hyannis Port

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Osterville Romantic Hotels

Our top choices for Osterville romantic hotels

1. Private Waterfront, Beach, Dock, Kayaks, Paddle Boards and Hot Tub!

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

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

4. Peaceful Cape Cod Escape, Dog-Friendly

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

6. Located Steps Away To Main Street And .7 Miles From Surf Drive Beach

7. Spacious and Bright , Very Close to Beach!

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

9. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!

10. Beautiful Estate with salt water pool & pond with kayaks