Guide For Orlando - Vacation Rentals in Annisquam

The Buoys From US $396
         

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10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • View
Sea Lion Motel and Cottages From US $232
         

9.2 (452 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Luxury Accommodations in Quiet Seaside Village From US $288
         

10.0 (130 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Annisquam

Over 340+ Luxury Places to Stay in or Near Annisquam
Yankee Clipper Inn From US $2,611
         

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8.9 (134 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • View
Portside at Front Beach: Downtown Rockport From US $1,542
         

7.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
La Casa De La Playa From US $1,512
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach & King - Stunning Ocean Views! From US $1,486
         

10.0 (55 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Annisquam

Over 17+ Top-Rated Vacation Rentals with a Pool in or Near Annisquam
4 Bedroom LUX House/with Pool Next Door From US $464
         

10.0 (212 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Vista From US $268
         

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8.9 (309 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Sea Lion Motel From US $251
         

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8.7 (225 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Rockport Inn and Suites From US $213
         

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8.0 (1160 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
The Hotel at Cape Ann Marina From US $466
         

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7.9 (153 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Captain's Lodge Motel From US $194
         

7.4 (530 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Annisquam

Over 104+ Pet-Friendly Vacation Rentals in or Near Annisquam
Thurston Point: Deepwater River Dock From US $657
         

9.4 (22 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Helena House: Close to Plum Cove Beach From US $675
         

8.2 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Steps to Wingaersheek's Private 1.5 Mile White Dune Beach From US $624
         

Brilliant Ocean Views. Two Cottages - One price. From US $782
         

10.0 (40 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The View: The Name Says It All From US $767
         

10.0 (26 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Annisquam

Over 43+ Large Vacation Homes & Villas in or Near Annisquam
Waterfront Escape Dock & More From US $1,025
         

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10.0 (1 Review)
House
  • Parking
  • View
  • Security/Safety
Sur la Mer: Ocean views in Rockport From US $834
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Rockport Home with Beautiful Ocean Views From US $531
         

9.2 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Annisquam Singing Pines: Riverfront Splendor From US $1,218
         

9.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Elegant Bayview Victorian Home; walk to beach From US $640
         

Wheelchair Accessible Vacation Homes in Annisquam

Over 6+ Wheelchair Accessible Vacation Homes in or Near Annisquam
The Highliner Hotel From US $341
         

10.0 (4 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Stanwood Point: Waterfront cottage with large screened porch, yard and dock From US $500
         

Large rustic summer cottage with beautiful ocean sunsets From US $550
         

4.4 (9 Reviews)
Cottage
  • Wheelchair Accessible
  • Balcony/Terrace
  • Bedding/Linens
Beautiful Home - 5 acres - Private, Close to Beach From US $229
         

New
House
  • Wheelchair Accessible
  • Balcony/Terrace
  • Bedding/Linens

Annisquam Vacation Rentals and Airbnb Places to Stay Under $200

Over 23+ Annisquam Vacation Rentals and Airbnb Places to Stay Under $200
Beach & King Street Inn From US $189
         

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9.6 (27 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • View
Cozy Cottage Old Fashioned Charm From US $166
         

9.4 (101 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
cozy townhouse From US $184
         

New
House
  • Parking
  • Pet Friendly
  • Security/Safety

Instantly Bookable Vacation Homes in Annisquam

Over 140+ Instantly Bookable Vacation Homes in or Near Annisquam
Lovely 'The Buoys Cottage' on Annisquam River! From US $450
         

Granite Cottage: Pigeon Cove Delight From US $584
         

9.2 (9 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Evensong: Oceanview Retreat with Dock From US $914
         

10.0 (52 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
WATERFRONT 1BDRM SPACIOUS STUDIO APARTMENT From US $239
         

10.0 (48 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
1 Mi to Beach! Family Gloucester Gem w/Yard From US $465
         

About Annisquam Vacation Rentals

With more than 349 Annisquam vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Guidefororlando and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Annisquam.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Guidefororlando Annisquam, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Annisquam. Places to stay near Annisquam are 803.7 ft² on average, with prices averaging US $543 a night.

Guidefororlando makes it easy and safe to find and compare vacation rentals in Annisquam with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Annisquam

Type Count
Vacation Homes 232
Holiday Apartments 58
Cottages 30
Hotels 17
B&B 6
Villas 1

Use these Quick Filters to Find a Vacation Rental in Annisquam

Pro Tip: Guidefororlando makes it easy to compare the best listings on Guidefororlando homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Guidefororlando homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Annisquam.

Weather in Annisquam

View the weather forecast for Annisquam before booking your Annisquam Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Annisquam Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Annisquam?
How many vacation rentals have private pools in Annisquam?

There are 1 vacation rentals with private pools near Annisquam. Top-rated homes that have access to a swimming pool include:

How many vacation rentals are available in Annisquam?

Currently, the total number of properties listed in 2026 is over 349 in the Annisquam area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Annisquam.